{"id":"https://openalex.org/W2128146296","doi":"https://doi.org/10.1021/jo961893+","title":"A Short, Flexible Route toward 2\u2018-C-Branched Ribonucleosides","display_name":"A Short, Flexible Route toward 2\u2018-C-Branched Ribonucleosides","publication_year":1997,"publication_date":"1997-03-01","ids":{"openalex":"https://openalex.org/W2128146296","doi":"https://doi.org/10.1021/jo961893+","mag":"2128146296"},"language":"en","primary_location":{"id":"doi:10.1021/jo961893+","doi":"https://doi.org/10.1021/jo961893+","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo961893+","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"The Journal of Organic Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref"],"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/A5034318162","display_name":"Rogers E. Harry\u2010O'kuru","orcid":"https://orcid.org/0000-0002-8294-9652","observed_orcids":["https://orcid.org/0000-0002-8294-9652"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Rogers E. Harry-O'kuru","raw_affiliation_strings":["Department of Pharmaceutical Sciences, University of Tennessee, Memphis, Tennessee 38163"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Pharmaceutical Sciences, University of Tennessee, Memphis, Tennessee 38163","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5103402846","display_name":"Jennifer M. Smith","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Jennifer M. Smith","raw_affiliation_strings":["Department of Pharmaceutical Sciences, University of Tennessee, Memphis, Tennessee 38163"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Pharmaceutical Sciences, University of Tennessee, Memphis, Tennessee 38163","institution_ids":[]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5070207434","display_name":"Michael S. Wolfe","orcid":"https://orcid.org/0000-0002-5721-9092","observed_orcids":["https://orcid.org/0000-0002-5721-9092"]},"institutions":[],"countries":[],"is_corresponding":true,"raw_author_name":"Michael S. Wolfe","raw_affiliation_strings":["Department of Pharmaceutical Sciences, University of Tennessee, Memphis, Tennessee 38163"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Pharmaceutical Sciences, University of Tennessee, Memphis, Tennessee 38163","institution_ids":[]}]}],"institutions":[],"countries_distinct_count":0,"institutions_distinct_count":0,"corresponding_author_ids":["https://openalex.org/A5070207434"],"corresponding_institution_ids":[],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":1.5448,"has_fulltext":false,"cited_by_count":54,"citation_normalized_percentile":{"value":0.7995994,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":97},"biblio":{"volume":"62","issue":"6","first_page":"1754","last_page":"1759"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10835","display_name":"Carbohydrate Chemistry and Synthesis","score":0.8285999894142151,"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/T10835","display_name":"Carbohydrate Chemistry and Synthesis","score":0.8285999894142151,"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/T10432","display_name":"DNA and Nucleic Acid Chemistry","score":0.12120000272989273,"subfield":{"id":"https://openalex.org/subfields/1312","display_name":"Molecular Biology"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T13859","display_name":"Organic Chemistry Synthesis Methods","score":0.01640000008046627,"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/ribofuranose","display_name":"ribofuranose","score":0.5339999794960022},{"id":"https://openalex.org/keywords/organomagnesium-addition","display_name":"organomagnesium addition","score":0.6489999890327454},{"id":"https://openalex.org/keywords/stereoselective-alkylation","display_name":"stereoselective alkylation","score":0.7730000019073486},{"id":"https://openalex.org/keywords/nucleoside-synthesis","display_name":"nucleoside synthesis","score":0.7239999771118164}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9508225917816162},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.35403865575790405}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1021/jo961893+","doi":"https://doi.org/10.1021/jo961893+","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo961893+","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"The Journal of Organic Chemistry","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":33,"referenced_works":["https://openalex.org/W941281272","https://openalex.org/W1968310514","https://openalex.org/W1973159565","https://openalex.org/W1976064728","https://openalex.org/W1991478185","https://openalex.org/W1991909297","https://openalex.org/W1993227354","https://openalex.org/W1993381898","https://openalex.org/W1993491727","https://openalex.org/W2005554767","https://openalex.org/W2017751019","https://openalex.org/W2030138848","https://openalex.org/W2032604135","https://openalex.org/W2040810209","https://openalex.org/W2044120437","https://openalex.org/W2046143876","https://openalex.org/W2064185307","https://openalex.org/W2066040099","https://openalex.org/W2080068646","https://openalex.org/W2082397315","https://openalex.org/W2084909944","https://openalex.org/W2091310443","https://openalex.org/W2107632571","https://openalex.org/W2108674914","https://openalex.org/W2332957245","https://openalex.org/W2333747552","https://openalex.org/W2464426841","https://openalex.org/W2949238011","https://openalex.org/W2949442523","https://openalex.org/W2949677567","https://openalex.org/W2949881251","https://openalex.org/W2951317241","https://openalex.org/W2953234825"],"related_works":["https://openalex.org/W2952312606","https://openalex.org/W1606741678","https://openalex.org/W2165368447","https://openalex.org/W2059734082","https://openalex.org/W2277599964","https://openalex.org/W2325265747","https://openalex.org/W2036921861","https://openalex.org/W1977025649","https://openalex.org/W2952415142","https://openalex.org/W2010709678"],"abstract_inverted_index":{"A":[0],"five-step":[1],"synthesis":[2],"of":[3,25],"2\u2018-":[4],"C-":[5],"branched":[6],"ribonucleosides":[7],"from":[8,100],"commercially":[9],"obtained":[10],"1,3,5-tri":[11],"-O-":[12],"benzoyl-\u03b1-":[13],"d":[14],"-ribofuranose":[15],"(":[16],"4":[17,26,101],")":[18],"is":[19],"described.":[20],"The":[21,36],"free":[22],"hydroxyl":[23],"group":[24],"was":[27,39],"oxidized":[28],"in":[29,52,96],"high":[30,86],"yield":[31],"with":[32,41,85,89],"Dess\u2212Martin":[33],"periodane":[34],"reagent.":[35],"resultant":[37],"2-ketosugar":[38],"treated":[40],"MeMgBr/TiCl":[42],"4,":[43],"CH":[44],"2":[45],"CHMgBr/CeCl":[46],"3,":[47,50],"or":[48],"TMSC\u22eeCLi/CeCl":[49],"and":[51],"each":[53],"case":[54],"addition":[55],"to":[56,61,67,76],"the":[57,68,72,83,93],"ketone":[58],"proceeded":[59],"stereoselectively":[60],"provide":[62],"2-alkylated":[63],"ribofuranosides.":[64],"After":[65],"conversion":[66],"corresponding":[69],"tetrabenzoyl":[70],"derivatives,":[71],"2-alkylribofuranosides":[73],"were":[74],"coupled":[75],"nucleobases":[77],"under":[78],"Vorbr\u00fcggen":[79],"persilylation":[80],"conditions,":[81],"giving":[82],"\u03b2-nucleosides":[84],"stereoselectivity.":[87],"Deprotection":[88],"methanolic":[90],"ammonia":[91],"provided":[92],"title":[94],"compounds":[95],"17\u221249%":[97],"overall":[98],"yields":[99],".":[102]},"counts_by_year":[{"year":2023,"cited_by_count":2},{"year":2022,"cited_by_count":1},{"year":2021,"cited_by_count":1},{"year":2019,"cited_by_count":1},{"year":2018,"cited_by_count":1},{"year":2017,"cited_by_count":1},{"year":2015,"cited_by_count":3},{"year":2014,"cited_by_count":1},{"year":2013,"cited_by_count":2},{"year":2012,"cited_by_count":2}],"updated_date":"2026-08-25T07:29:55.448023","created_date":"2016-06-24T00:00:00"}