{"id":"https://openalex.org/W1852473370","doi":null,"title":"Diastereoselektive Synthese von cycloSal-Nucleotiden","display_name":"Diastereoselektive Synthese von cycloSal-Nucleotiden","publication_year":2008,"publication_date":"2008-05-20","ids":{"openalex":"https://openalex.org/W1852473370","mag":"1852473370"},"language":"de","primary_location":{"id":"mag:1852473370","doi":null,"is_oa":false,"landing_page_url":"https://ediss.sub.uni-hamburg.de/volltexte/2008/3664/pdf/Dissertation_J_O_Thomann.pdf","pdf_url":null,"source":null,"license":null,"license_id":null,"version":null,"is_accepted":false,"is_published":false,"raw_source_name":null,"raw_type":null},"volume":null,"type":"article","is_traditional":true,"indexed_in":[],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5027421178","display_name":"Jens Oliver Thomann","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":true,"raw_author_name":"Jens Oliver Thomann","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]}],"institutions":[],"countries_distinct_count":0,"institutions_distinct_count":0,"corresponding_author_ids":["https://openalex.org/A5027421178"],"corresponding_institution_ids":[],"apc_list":null,"apc_paid":null,"fwci":0.0,"has_fulltext":false,"cited_by_count":0,"citation_normalized_percentile":{"value":0.0,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":null,"biblio":{"volume":null,"issue":null,"first_page":null,"last_page":null},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10013","display_name":"Asymmetric Synthesis and Catalysis","score":0.5644999742507935,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T10013","display_name":"Asymmetric Synthesis and Catalysis","score":0.5644999742507935,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T11748","display_name":"Organophosphorus compounds synthesis","score":0.27880001068115234,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10835","display_name":"Carbohydrate Chemistry and Synthesis","score":0.02410000003874302,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/diastereoselective-synthesis","display_name":"diastereoselective synthesis","score":0.972000002861023},{"id":"https://openalex.org/keywords/asymmetric-synthesis","display_name":"asymmetric synthesis","score":0.6970000267028809},{"id":"https://openalex.org/keywords/prodrugs","display_name":"prodrugs","score":0.671999990940094},{"id":"https://openalex.org/keywords/salicin","display_name":"salicin","score":0.3230000138282776},{"id":"https://openalex.org/keywords/curtin-hammett-principle","display_name":"Curtin-Hammett principle","score":0.9229999780654907},{"id":"https://openalex.org/keywords/transition-state-free-energy","display_name":"transition state free energy","score":0.6389999985694885},{"id":"https://openalex.org/keywords/stereoselectivity","display_name":"stereoselectivity","score":0.6190000176429749},{"id":"https://openalex.org/keywords/reaction-mechanism","display_name":"reaction mechanism","score":0.5630000233650208},{"id":"https://openalex.org/keywords/antiviral-activity","display_name":"antiviral activity","score":0.7170000076293945},{"id":"https://openalex.org/keywords/cytotoxicity","display_name":"cytotoxicity","score":0.6010000109672546},{"id":"https://openalex.org/keywords/hydrolysis","display_name":"hydrolysis","score":0.8109999895095825}],"concepts":[{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.28136318922042847}],"mesh":[],"locations_count":1,"locations":[{"id":"mag:1852473370","doi":null,"is_oa":false,"landing_page_url":"https://ediss.sub.uni-hamburg.de/volltexte/2008/3664/pdf/Dissertation_J_O_Thomann.pdf","pdf_url":null,"source":null,"license":null,"license_id":null,"version":null,"is_accepted":false,"is_published":false,"raw_source_name":null,"raw_type":null}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":195,"referenced_works":["https://openalex.org/W45797396","https://openalex.org/W122438259","https://openalex.org/W124544113","https://openalex.org/W598179216","https://openalex.org/W653181521","https://openalex.org/W943387247","https://openalex.org/W954611226","https://openalex.org/W1022007380","https://openalex.org/W1495226765","https://openalex.org/W1498235692","https://openalex.org/W1501274370","https://openalex.org/W1516895310","https://openalex.org/W1566286061","https://openalex.org/W1963970783","https://openalex.org/W1967034839","https://openalex.org/W1967302405","https://openalex.org/W1968436252","https://openalex.org/W1968679613","https://openalex.org/W1972527068","https://openalex.org/W1975688146","https://openalex.org/W1976261204","https://openalex.org/W1977158589","https://openalex.org/W1977738076","https://openalex.org/W1979599987","https://openalex.org/W1982134983","https://openalex.org/W1982795821","https://openalex.org/W1983317947","https://openalex.org/W1986989334","https://openalex.org/W1988416700","https://openalex.org/W1989427363","https://openalex.org/W1989773022","https://openalex.org/W1990611570","https://openalex.org/W1991998089","https://openalex.org/W1993791301","https://openalex.org/W1994103683","https://openalex.org/W1994324536","https://openalex.org/W1995767438","https://openalex.org/W1995841143","https://openalex.org/W1996111288","https://openalex.org/W1998621820","https://openalex.org/W1999292407","https://openalex.org/W2000258257","https://openalex.org/W2004345202","https://openalex.org/W2005102489","https://openalex.org/W2006914382","https://openalex.org/W2007276071","https://openalex.org/W2007295046","https://openalex.org/W2008587551","https://openalex.org/W2008745898","https://openalex.org/W2008950881","https://openalex.org/W2011009350","https://openalex.org/W2013359721","https://openalex.org/W2014972141","https://openalex.org/W2016636162","https://openalex.org/W2017415007","https://openalex.org/W2018853664","https://openalex.org/W2020452754","https://openalex.org/W2021370304","https://openalex.org/W2022550895","https://openalex.org/W2022727131","https://openalex.org/W2025039040","https://openalex.org/W2025293813","https://openalex.org/W2025786467","https://openalex.org/W2027274764","https://openalex.org/W2031031583","https://openalex.org/W2032476929","https://openalex.org/W2032846546","https://openalex.org/W2033309584","https://openalex.org/W2034534089","https://openalex.org/W2034913747","https://openalex.org/W2036003892","https://openalex.org/W2037017563","https://openalex.org/W2038021356","https://openalex.org/W2038205798","https://openalex.org/W2039143093","https://openalex.org/W2039457120","https://openalex.org/W2039573259","https://openalex.org/W2039750430","https://openalex.org/W2041053673","https://openalex.org/W2041718798","https://openalex.org/W2042677606","https://openalex.org/W2044588922","https://openalex.org/W2046653072","https://openalex.org/W2046963322","https://openalex.org/W2046998774","https://openalex.org/W2047591842","https://openalex.org/W2047668580","https://openalex.org/W2047950631","https://openalex.org/W2048692539","https://openalex.org/W2049126845","https://openalex.org/W2050014764","https://openalex.org/W2050715599","https://openalex.org/W2050802295","https://openalex.org/W2054614355","https://openalex.org/W2057121844","https://openalex.org/W2057924974","https://openalex.org/W2057982070","https://openalex.org/W2058263228","https://openalex.org/W2059676904","https://openalex.org/W2061182777","https://openalex.org/W2061687361","https://openalex.org/W2062600970","https://openalex.org/W2064182626","https://openalex.org/W2066877842","https://openalex.org/W2067053894","https://openalex.org/W2067742633","https://openalex.org/W2068416450","https://openalex.org/W2070508955","https://openalex.org/W2072238029","https://openalex.org/W2073903825","https://openalex.org/W2073964704","https://openalex.org/W2074538011","https://openalex.org/W2078239243","https://openalex.org/W2079278597","https://openalex.org/W2086186867","https://openalex.org/W2087274467","https://openalex.org/W2089637769","https://openalex.org/W2089977408","https://openalex.org/W2091812809","https://openalex.org/W2091840430","https://openalex.org/W2091906019","https://openalex.org/W2098170911","https://openalex.org/W2098262761","https://openalex.org/W2102110064","https://openalex.org/W2103475394","https://openalex.org/W2104505439","https://openalex.org/W2107516915","https://openalex.org/W2109800090","https://openalex.org/W2110870592","https://openalex.org/W2110915228","https://openalex.org/W2112584062","https://openalex.org/W2112833180","https://openalex.org/W2113860761","https://openalex.org/W2114839861","https://openalex.org/W2115002571","https://openalex.org/W2115401276","https://openalex.org/W2116932677","https://openalex.org/W2121703444","https://openalex.org/W2122002095","https://openalex.org/W2125462934","https://openalex.org/W2125494751","https://openalex.org/W2127739896","https://openalex.org/W2128949728","https://openalex.org/W2134436661","https://openalex.org/W2135625772","https://openalex.org/W2135961123","https://openalex.org/W2137023418","https://openalex.org/W2138426856","https://openalex.org/W2143773220","https://openalex.org/W2145546422","https://openalex.org/W2146294727","https://openalex.org/W2147056762","https://openalex.org/W2148521862","https://openalex.org/W2150553015","https://openalex.org/W2154488281","https://openalex.org/W2157357464","https://openalex.org/W2165611390","https://openalex.org/W2165791677","https://openalex.org/W2173919120","https://openalex.org/W2305199251","https://openalex.org/W2313914559","https://openalex.org/W2315315238","https://openalex.org/W2316608529","https://openalex.org/W2316975962","https://openalex.org/W2317053404","https://openalex.org/W2317452681","https://openalex.org/W2325678731","https://openalex.org/W2332207404","https://openalex.org/W2333023779","https://openalex.org/W2335506650","https://openalex.org/W2339933533","https://openalex.org/W2521684212","https://openalex.org/W2563990107","https://openalex.org/W2949698006","https://openalex.org/W2949941188","https://openalex.org/W2950011493","https://openalex.org/W2950055207","https://openalex.org/W2950218358","https://openalex.org/W2950606950","https://openalex.org/W2950608117","https://openalex.org/W2950635574","https://openalex.org/W2951040514","https://openalex.org/W2951151491","https://openalex.org/W2951251299","https://openalex.org/W2951295501","https://openalex.org/W2951468876","https://openalex.org/W2951811517","https://openalex.org/W2952013087","https://openalex.org/W2952108065","https://openalex.org/W2952113022","https://openalex.org/W2952176272","https://openalex.org/W2952802513","https://openalex.org/W2953013704","https://openalex.org/W2953200611","https://openalex.org/W3022869055"],"related_works":["https://openalex.org/W2111510282","https://openalex.org/W2228601847","https://openalex.org/W1969622526","https://openalex.org/W2039279784","https://openalex.org/W7033989215","https://openalex.org/W1748992933","https://openalex.org/W6990369104","https://openalex.org/W3028992487","https://openalex.org/W1970462117","https://openalex.org/W2142028683"],"abstract_inverted_index":{"Zusammenfassung\r\n\r\nIn":[0],"der":[1,39,75,112,114,150,157,170,205,245,288,303,308,382,386,433],"vorliegenden":[2],"Arbeit":[3,110,194,389],"wird":[4,130,147,165],"die":[5,12,43,48,56,64,80,135,148,153,256,263,273,312,366,459],"Entwicklung":[6],"einer":[7,88],"neuartigen":[8],"asymmetrischen":[9,401,434],"Synthese":[10,289,402],"beschrieben,":[11],"zu":[13,220,251,260,285,331,336,374,430],"diastereomerenreinen":[14],"cycloSal-Prodrugs":[15,444],"fuhrt.":[16],"Isomerenreine":[17],"cycloSal-Triester":[18,406],"sind":[19],"besonders":[20],"im":[21,202],"Hinblick":[22],"auf":[23,313,460],"eine":[24,267,300],"medizinische":[25],"Anwendung,":[26],"aber":[27,354],"auch":[28,96,272],"fur":[29],"sinnvolle":[30],"Bestimmungen":[31],"antiviraler":[32],"Aktivitaten,":[33],"Toxizitaten,":[34],"Hydrolysehalbwertszeiten":[35],"und":[36,71,83,123,229,294,348,372],"Inhibitoreigenschaften":[37],"substantiell.\r\nAufgrund":[38],"bisherigen":[40],"Syntheserouten":[41],"liegen":[42],"cycloSal-Nucleotide":[44],"als":[45,172,212,240,329,341],"Diastereomerengemische":[46],"vor,":[47],"nur":[49,86,446],"in":[50,55,87,226,305,351,387,407,420,445,525,536,545,566,638,646,706,749,816,825,898,952,1035],"wenigen":[51],"Fallen":[52],"durch":[53,134,152,167,173,235,266,292],"HPLC-Reinigungen":[54],"reinen":[57],"Stereoisomere":[58,324,367],"uberfuhrt":[59],"werden":[60,189,378],"konnten.\r\n\r\nAls":[61],"Ausgangspunkt":[62],"diente":[63],"Darstellung":[65],"enantiomerenreinen":[66],"Salithions\u00ae":[67],"57":[68,621],"nach":[69,471],"ETO":[70,627],"CASIDA.":[72],"Nach":[73,362],"Umstellung":[74],"zwei":[76,447],"ersten":[77,107,145],"Synthesestufen,":[78],"konnten":[79,350,373],"Diastereomere":[81],"(SC,SP)-61":[82,101,641],"(SC,RP)-62":[84,643],"nicht":[85,250,283,457],"deutlich":[89,396],"hoheren":[90],"Ausbeute":[91,228],"(78%":[92],"vs.":[93],"16%)":[94],"sondern":[95],"mit":[97,180,247,296,355,385],"einem":[98],"Uberschuss":[99],"an":[100,458,791,895],"(~60%":[102],"d.e.)":[103,359,370],"synthetisiert":[104],"werden.":[105,361],"\r\n\r\nIm":[106],"Teil":[108,192],"dieser":[109,193,258,290,388,399],"konnte":[111,299],"Reaktionsmechanismus,":[113],"zur":[115],"Induktion":[116],"am":[117],"Phosphoratom":[118],"fuhrt":[119],"mittels":[120],"Einkristallstrukturuntersuchungen,":[121],"DFT-Rechnungen":[122],"1H-":[124,664],"sowie":[125],"31P-NMR-Studien":[126],"aufgeklart":[127],"werden:":[128],"Zuerst":[129],"das":[131,196,397],"Amidat":[132,181],"(SC)-75":[133],"Phenolatfunktion":[136],"des":[137],"Salicylalkohols":[138],"59":[139,298,680,894],"nucleophil":[140],"(SN2)":[141],"angegriffen.":[142],"In":[143,690],"diesem":[144],"Schritt":[146],"Stereoselektivitat":[149],"Reaktion":[151],"Freie":[154],"Enthalpie-Differenz":[155],"\uf044\uf044G\u2021":[156],"beiden":[158],"konkurrierenden":[159],"Ubergangszustande":[160],"festgelegt":[161],"(Curtin-Hammett-Prinzip).":[162],"Die":[163,345,453],"Diastereoselektivitat":[164,304,357],"starker":[166],"sterische":[168],"Effekte":[169],"Pyrrolidin-Seitenkette":[171],"Temperatur-":[174],"oder":[175],"Solvenseffekte":[176],"beeinflusst,":[177],"so":[178,1022],"dass":[179],"(SC)-125":[182],"ein":[183,333],"Diastereomerenuberschuss":[184],"von":[185,208,307,326,392],"90%":[186,762],"d.e.":[187,763,821],"erzielt":[188],"konnte.\r\n\r\nIm":[190],"zweiten":[191],"stand":[195],"Design":[197],"eines":[198],"geeigneten":[199],"chiralen":[200],"Auxiliars":[201],"Focus.":[203],"Aufgrund":[204],"schlechten":[206],"Abgangsgruppeneigenschaften":[207],"Pyrrolidin-Derivaten":[209],"wurden":[210,405],"Oxazolidinon-Abkommlinge":[211],"chirale":[213],"Auxiliare":[214],"verwendet.":[215,344],"Das":[216],"Imid":[217],"(SC)-187":[218,808],"fuhrte":[219,426],"den":[221,252,327,413],"Aktivimiden":[222],"(SC,SP)-190":[223,813],"and":[224,278,493,552,560,628,642,665,667,748,754,814,819,871,891,947],"(SC,RP)-189":[225,815],"89%iger":[227],"88%igem":[230],"Diastereomerenuberschuss.":[231],"Diese":[232],"Verbindungen":[233],"zeigten":[234],"Methanolyse":[236],"ihre":[237],"generelle":[238],"Eignung":[239],"Phosphorylierungsreagenzien,":[241],"fuhrten":[242],"jedoch":[243,470],"bei":[244],"Umsetzung":[246],"komplexen":[248],"Nucleosiden":[249],"gewunschten":[253],"Phosphattriestern.":[254],"Um":[255],"Reaktivitat":[257],"Aktivimide":[259,291,346],"erhohen":[261],"wurde":[262,338],"Thiophosphoryl-":[264],"(P=S)":[265],"Phosphorylgruppe":[268],"(P=O)":[269],"ersetzt.":[270],"Doch":[271],"Derivate":[274],"(RP,RC)-203":[275,868],"/":[276,280,869,873],"(SP,RC)-204":[277,870],"(RP,RC)-207":[279,872],"(SP,RC)-208":[281,874],"vermochten":[282],"Nucleoside":[284],"phosphorylieren.":[286],"Wahrend":[287],"(RC)-202":[293,888],"(RC)-206":[295,890],"Salicylalkohol":[297,451],"unerwartete":[301],"Anderung":[302],"Abhangigkeit":[306],"Lithiumchloridkonzentration":[309],"beobachtet":[310],"werden,":[311],"einen":[314],"Chelateffekt":[315],"zuruckzufuhren":[316],"ist.":[317],"Dieser":[318],"Effekt":[319],"kann":[320],"es":[321,437],"ermoglichen":[322],"beide":[323],"abhangig":[325],"Reaktionsbedingungen":[328],"Hauptprodukt":[330],"erhalten.\r\nUm":[332],"geeignetes":[334],"Phosphorylierungreagenz":[335],"synthetisieren":[337],"4-iso-Propyl-2-mercapto-2-thiazolin":[339],"(SC)-221":[340],"chirales":[342],"Auxiliar":[343],"RP,SC)-224":[347],"(SP,SC)-225":[349,948],"moderaten":[352],"Ausbeuten":[353,454],"hoher":[356],"(88%":[358,959],"erhalten":[360],"chromatographischer":[363],"Reinigung":[364],"lagen":[365],"isomerenrein":[368],"(>95%":[369,379,968],"vor":[371],"isomerenreinen":[375],"cycloSal-Triestern":[376,393],"umgesetzt":[377],"d.e.).\r\nEin":[380],"Vergleich":[381],"bisher":[383],"verwendeten":[384],"entwickelten":[390],"Syntheseroute":[391,435],"legt":[395],"Potential":[398],"neuen":[400],"offen.":[403],"Zuvor":[404],"zwei-":[408],"bis":[409,422],"dreistufigen":[410],"Synthesen":[411],"aus":[412],"zuvor":[414],"derivatisierten":[415],"Salicylalkoholen":[416],"gewonnen.":[417],"Dieses":[418],"gelang":[419],"befriedigenden":[421],"exzellenten":[423],"Ausbeuten.":[424],"Jedoch":[425],"diese":[427],"Reaktionsfuhrung":[428],"stets":[429],"Diastereomerengemischen.":[431],"Mit":[432],"ist":[436],"jetzt":[438],"allerdings":[439],"moglich,":[440],"diastereomerenreine":[441],"bzw.":[442],"diastereomerenangereicherte":[443],"Stufen":[448],"ausgehend":[449],"vom":[450],"darzustellen.":[452],"reichen":[455],"noch":[456],"dem":[461],"etablierten":[462],"Syntheseweg":[463],"(18%":[464],"-":[465],"81%)":[466],"erzielten":[467],"heran,":[468],"sollten":[469],"Optimierung":[472],"dieses":[473],"Niveau":[474],"erreichen":[475],"konnen.":[476],"\ncycloSal-phosphate":[479],"triesters":[480,588,997],"represent":[481],"a":[482,520,528,596,630,688,910,930,978,1007],"particular":[483],"class":[484],"of":[485,490,505,522,530,557,562,595,600,609,626,650,655,675,679,685,709,715,730,743,768,772,778,783,790,832,905,927,1003,1013],"pronucleotides.":[486],"These":[487,822],"lipophilic":[488],"derivatives":[489,780,803],"various":[491],"antiviral":[492,548],"antitumor":[494],"active":[495,811,866,944,971],"nucleoside":[496,585,979],"analogues":[497],"have":[498],"been":[499],"developed":[500,1000],"as":[501,519,834,878,920],"intracellular":[502],"delivery":[503],"forms":[504],"the":[506,531,540,593,605,610,624,635,639,647,653,656,673,676,682,693,697,704,710,716,723,727,731,740,744,773,781,784,788,830,846,851,861,865,903,925,943,981,990,998,1011,1014,1030,1040],"corresponding":[507],"nucleotide":[508],"analogues.":[509],"Due":[510,908],"to":[511,547,582,616,761,810,845,856,859,909,916,936,976,980,989,995,1028],"their":[512],"synthesis":[513,599,1002,1018],"cycloSal":[514,558,601,848,996,1004,1016],"prodrugs":[515],"are":[516,1019],"generally":[517,561,829],"obtained":[518,765],"mixture":[521],"diastereomers.":[523],"Only":[524],"few":[526,538],"cases":[527,539],"separation":[529],"stereoisomers":[532],"was":[533,644,659,764,787,854,974],"possible.":[534],"However,":[535,863],"these":[537],"isomers":[541,965],"show":[542,824],"different":[543],"behaviour":[544],"respect":[546],"activity,":[549],"toxicity,":[550],"stability":[551],"inhibitory":[553],"activity.":[554],"The":[555,669,719,970],"use":[556,767],"triesters,":[559],"all":[563],"chiral":[564,793,933,1041],"compounds,":[565],"clinical":[567],"approach":[568],"requires":[569],"stereoisomerically":[570],"pure":[571,584,618,964,984,1033],"molecules.":[572],"Untill":[573],"today":[574],"there":[575],"is":[576,700,736,914,1025,1043],"no":[577],"appropriate":[578],"synthetic":[579,613],"method":[580,993],"leading":[581,615,994],"diastereomerically":[583,758,963,1032],"containing":[586],"phosphate":[587],"known.\r\n\r\nThis":[589],"thesis":[590,652],"deals":[591],"with":[592,672,722,827,843,956],"development":[594],"new":[597],"asymmetric":[598,1001],"prodrugs.":[602],"After":[603,961],"changing":[604],"first":[606,648],"two":[607,1037],"steps":[608],"literature":[611],"known":[612],"route":[614],"enantiomerically":[617],"insecticide":[619],"salithion\u00ae":[620],"based":[622],"on":[623,703,796,902,924],"work":[625],"CASIDA":[629],"strong":[631],"stereochemical":[632],"induction":[633],"at":[634,681,696],"phosphorus":[636,683,698],"atom":[637,684],"amidates":[640],"observed.\r\nSo,":[645],"part":[649,786],"this":[651,691],"mechanism":[654],"diastereoselective":[657],"reaction":[658,670,717,720,826],"elaborated":[660],"by":[661,687,726,739,752,766,800],"x-ray":[662],"structures,":[663],"31P-NMR-studies":[666],"DFT-calculations:":[668],"starts":[671],"attack":[674,729],"phenolate":[677],"ion":[678],"(SP)-75":[686],"SN2(P)-mechanism.":[689],"step":[692],"stereo":[694],"information":[695],"centre":[699],"introduced.":[701],"Depending":[702],"difference":[705],"relative":[707],"energies":[708],"transition":[711],"states":[712],"(Curtin-Hammett-principle)":[713],"diastereoselectivity":[714,899],"varies.":[718],"ends":[721],"cyclisation":[724],"caused":[725],"nucleophilic":[728],"second":[732,785],"oxygen":[733],"atom.":[734],"Stereoselectivity":[735],"mostly":[737],"influenced":[738],"steric":[741],"effects":[742],"pyrrolidine":[745,779],"side":[746],"chain":[747],"smaller":[750],"extent":[751],"temperature":[753],"solvents":[755],"polarity.":[756],"A":[757],"excess":[759],"up":[760],"amidate":[769],"(SC)-125.":[770],"\r\nBecause":[771],"poor":[774],"leaving":[775,835],"group":[776,853],"ability":[777],"aim":[782],"design":[789],"ideal":[792],"auxiliary.":[794],"Based":[795],"phosphorylating":[797,879],"agents,":[798],"described":[799],"JONES,":[801],"oxazolidinone":[802],"were":[804,875,966],"used":[805,992],"first.":[806],"Imide":[807],"led":[809],"imides":[812,867,886,919,945],"89%":[817],"yield":[818],"88%":[820],"compounds":[823,1005,1034],"methanol":[828],"suitability":[831],"oxazolidinones":[833],"groups,":[836],"but":[837,955],"they":[838],"could":[839,949],"not":[840,876,1020],"be":[841,937,950],"reacted":[842],"nucleosides":[844],"desired":[847,982,1031],"triesters.":[849],"Therefore,":[850],"thiophosphoryl":[852],"changed":[855],"its":[857],"oxo-analogue":[858],"enhance":[860],"reactivity.":[862],"also":[864],"suitable":[877,975],"agents":[880],"for":[881],"nucleosides.":[882],"While":[883],"synthesizing":[884],"those":[885],"from":[887],"or":[889],"salicylic":[892],"alcohol":[893],"unexpected":[896],"change":[897],"occurred":[900],"depending":[901],"presence":[904],"lithium":[906,928],"ions.":[907],"chelate":[911],"effect":[912],"it":[913,1024],"possible":[915,1027],"get":[917],"both":[918],"mayor":[921],"products":[922],"relying":[923],"concentration":[926],"chloride.\r\nNevertheless":[929],"more":[931],"reactive":[932],"auxiliary":[934,1042],"had":[935],"found.":[938],"By":[939],"using":[940],"(SC)-N-Dichlorphosphoryl-4-iso-propyl-2-mercapto-2-thiazoline":[941],"(SC)-223":[942],"(RP,SC)-224":[946,973],"synthesised":[951],"moderate":[953],"yields":[954,1012],"high":[957],"stereoselectivity":[958],"d.e.).":[960,969],"chromatography":[962],"isolated":[967],"imide":[972],"phosphorylate":[977],"isomerically":[983],"cycloSal-prodrug":[985],"(SP)-199.":[986],"\r\nIn":[987],"comparison":[988],"usually":[991,1015],"recently":[999],"demonstrated":[1006],"huge":[1008],"potential.":[1009],"Although":[1010],"prodrug":[1017],"reached":[1021],"far,":[1023],"now":[1026],"prepare":[1029],"only":[1036],"steps.":[1038],"Moreover,":[1039],"recyclable.":[1044]},"counts_by_year":[],"updated_date":"2026-11-04T10:54:05.112534","created_date":"2016-06-24T00:00:00"}