{"id":"https://openalex.org/W2003162819","doi":"https://doi.org/10.1021/jo982447k","title":"Rapid Preparation of Variously Protected Glycals Using Titanium(III)","display_name":"Rapid Preparation of Variously Protected Glycals Using Titanium(III)","publication_year":1999,"publication_date":"1999-05-01","ids":{"openalex":"https://openalex.org/W2003162819","doi":"https://doi.org/10.1021/jo982447k","mag":"2003162819"},"language":"en","primary_location":{"id":"doi:10.1021/jo982447k","doi":"https://doi.org/10.1021/jo982447k","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo982447k","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","is_traditional":true,"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/A5030694396","display_name":"Roxanne P. Spencer","orcid":"https://orcid.org/0000-0001-7238-825X","observed_orcids":["https://orcid.org/0000-0001-7238-825X"]},"institutions":[{"id":"https://openalex.org/I20089843","display_name":"Princeton University","ror":"https://ror.org/00hx57361","country_code":"US","type":"education","lineage":["https://openalex.org/I20089843"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Roxanne P. Spencer","raw_affiliation_strings":["Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009","institution_ids":["https://openalex.org/I20089843"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5068022738","display_name":"Cullen L. Cavallaro","orcid":"https://orcid.org/0000-0001-9498-2612","observed_orcids":["https://orcid.org/0000-0001-9498-2612"]},"institutions":[{"id":"https://openalex.org/I20089843","display_name":"Princeton University","ror":"https://ror.org/00hx57361","country_code":"US","type":"education","lineage":["https://openalex.org/I20089843"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Cullen L. Cavallaro","raw_affiliation_strings":["Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009","institution_ids":["https://openalex.org/I20089843"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5004127019","display_name":"Jeffrey Schwartz","orcid":"https://orcid.org/0000-0001-9873-4499","observed_orcids":["https://orcid.org/0000-0001-9873-4499"]},"institutions":[{"id":"https://openalex.org/I20089843","display_name":"Princeton University","ror":"https://ror.org/00hx57361","country_code":"US","type":"education","lineage":["https://openalex.org/I20089843"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Jeffrey Schwartz","raw_affiliation_strings":["Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009","institution_ids":["https://openalex.org/I20089843"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I20089843"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":2.9236,"has_fulltext":false,"cited_by_count":51,"citation_normalized_percentile":{"value":0.90225637,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":88,"max":97},"biblio":{"volume":"64","issue":"11","first_page":"3987","last_page":"3995"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10835","display_name":"Carbohydrate Chemistry and Synthesis","score":0.9965999722480774,"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":0.9965999722480774,"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/T13859","display_name":"Organic Chemistry Synthesis Methods","score":0.0006000000284984708,"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/T10602","display_name":"Glycosylation and Glycoproteins Research","score":0.00019999999494757503,"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"}}],"keywords":[{"id":"https://openalex.org/keywords/glycals","display_name":"glycals","score":0.9760000109672546},{"id":"https://openalex.org/keywords/glycosyl-chlorides","display_name":"glycosyl chlorides","score":0.9100000262260437},{"id":"https://openalex.org/keywords/glycosyl-bromides","display_name":"glycosyl bromides","score":0.9950000047683716},{"id":"https://openalex.org/keywords/carbohydrate-protecting-groups","display_name":"carbohydrate protecting groups","score":0.9399999976158142},{"id":"https://openalex.org/keywords/silyl-ethers","display_name":"silyl ethers","score":0.9169999957084656},{"id":"https://openalex.org/keywords/acetals","display_name":"acetals","score":0.800000011920929},{"id":"https://openalex.org/keywords/esters","display_name":"esters","score":0.8050000071525574},{"id":"https://openalex.org/keywords/glycosyl-radicals","display_name":"glycosyl radicals","score":0.8619999885559082},{"id":"https://openalex.org/keywords/reaction-mechanism","display_name":"reaction mechanism","score":0.7910000085830688}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9695625901222229},{"id":"https://openalex.org/C2781259705","wikidata":"https://www.wikidata.org/wiki/Q4139724","display_name":"Glycal","level":4,"score":0.8838295936584473},{"id":"https://openalex.org/C2780906977","wikidata":"https://www.wikidata.org/wiki/Q2855177","display_name":"Glycosyl","level":2,"score":0.8655163049697876},{"id":"https://openalex.org/C20950531","wikidata":"https://www.wikidata.org/wiki/Q161940","display_name":"Heteroatom","level":3,"score":0.7774097919464111},{"id":"https://openalex.org/C134121241","wikidata":"https://www.wikidata.org/wiki/Q899301","display_name":"Yield (engineering)","level":2,"score":0.7406530976295471},{"id":"https://openalex.org/C5304478","wikidata":"https://www.wikidata.org/wiki/Q502457","display_name":"Silylation","level":3,"score":0.7015012502670288},{"id":"https://openalex.org/C40875361","wikidata":"https://www.wikidata.org/wiki/Q2356542","display_name":"Reagent","level":2,"score":0.6208474636077881},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.5605613589286804},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.4546315371990204},{"id":"https://openalex.org/C190667039","wikidata":"https://www.wikidata.org/wiki/Q3738104","display_name":"Chemoselectivity","level":3,"score":0.45356273651123047},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.24300065636634827},{"id":"https://openalex.org/C2780378348","wikidata":"https://www.wikidata.org/wiki/Q25351438","display_name":"Ring (chemistry)","level":2,"score":0.06306269764900208},{"id":"https://openalex.org/C181647583","wikidata":"https://www.wikidata.org/wiki/Q903429","display_name":"Stereoselectivity","level":3,"score":0.051388293504714966},{"id":"https://openalex.org/C192562407","wikidata":"https://www.wikidata.org/wiki/Q228736","display_name":"Materials science","level":0,"score":0.0},{"id":"https://openalex.org/C191897082","wikidata":"https://www.wikidata.org/wiki/Q11467","display_name":"Metallurgy","level":1,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1021/jo982447k","doi":"https://doi.org/10.1021/jo982447k","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo982447k","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":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":61,"referenced_works":["https://openalex.org/W434851808","https://openalex.org/W643359649","https://openalex.org/W1579924866","https://openalex.org/W1967399272","https://openalex.org/W1970096180","https://openalex.org/W1972731570","https://openalex.org/W1973157271","https://openalex.org/W1975006819","https://openalex.org/W1975491850","https://openalex.org/W1978992216","https://openalex.org/W1979944239","https://openalex.org/W1980901943","https://openalex.org/W1985290232","https://openalex.org/W1991704100","https://openalex.org/W1999612162","https://openalex.org/W1999824986","https://openalex.org/W2008417782","https://openalex.org/W2016402768","https://openalex.org/W2021269114","https://openalex.org/W2022089533","https://openalex.org/W2026895094","https://openalex.org/W2036830952","https://openalex.org/W2039919472","https://openalex.org/W2041867419","https://openalex.org/W2043352235","https://openalex.org/W2044702202","https://openalex.org/W2046337894","https://openalex.org/W2046390910","https://openalex.org/W2047314537","https://openalex.org/W2047337343","https://openalex.org/W2047679185","https://openalex.org/W2050249790","https://openalex.org/W2051011614","https://openalex.org/W2051745789","https://openalex.org/W2056351702","https://openalex.org/W2057764856","https://openalex.org/W2059239220","https://openalex.org/W2062724023","https://openalex.org/W2065538839","https://openalex.org/W2068496446","https://openalex.org/W2070256018","https://openalex.org/W2073241080","https://openalex.org/W2077433652","https://openalex.org/W2077786169","https://openalex.org/W2081593986","https://openalex.org/W2081875721","https://openalex.org/W2088948941","https://openalex.org/W2093636963","https://openalex.org/W2128634587","https://openalex.org/W2132401963","https://openalex.org/W2170443399","https://openalex.org/W2316279068","https://openalex.org/W2331249020","https://openalex.org/W2479436136","https://openalex.org/W2949856782","https://openalex.org/W2950214210","https://openalex.org/W2950298019","https://openalex.org/W2950876321","https://openalex.org/W2953321711","https://openalex.org/W4233791661","https://openalex.org/W4248463099"],"related_works":["https://openalex.org/W2953321711","https://openalex.org/W2120813456","https://openalex.org/W2095460839","https://openalex.org/W7095089171","https://openalex.org/W2950269534","https://openalex.org/W2074224171","https://openalex.org/W2949499528","https://openalex.org/W4406894046","https://openalex.org/W3206064065","https://openalex.org/W4387817368"],"abstract_inverted_index":{"Glycosyl":[0],"chlorides":[1],"and":[2,36,53],"bromides":[3],"can":[4],"be":[5],"rapidly":[6],"converted":[7],"to":[8,67,82],"glycals":[9,48],"in":[10],"high":[11],"yield":[12,83],"by":[13],"reaction":[14,57],"with":[15,50,76],"(Cp":[16],"2":[17,19],"Ti[III]Cl)":[18],".":[20],"This":[21,73],"reagent":[22],"tolerates":[23],"a":[24,41,77,84],"wide":[25],"range":[26],"of":[27,47,80],"common":[28],"carbohydrate":[29],"protecting":[30],"groups,":[31],"including":[32],"silyl":[33],"ethers,":[34],"acetals,":[35],"esters;":[37],"the":[38,45,90,94],"methodology":[39],"provides":[40],"general":[42],"route":[43],"for":[44],"preparation":[46],"substituted":[49],"both":[51],"acid-":[52],"base-labile":[54],"functionality.":[55],"A":[56],"mechanism":[58],"is":[59,62],"proposed":[60],"that":[61],"based":[63],"on":[64],"heteroatom":[65],"abstraction":[66],"give":[68],"an":[69],"intermediate":[70],"glycosyl":[71],"radical.":[72],"radical":[74],"reacts":[75],"second":[78],"equivalent":[79],"Ti(III)":[81],"glycosyltitanium(IV)":[85,91],"species.":[86],"\u03b2-Heteroatom":[87],"elimination":[88],"from":[89],"complex":[92],"gives":[93],"glycal.":[95]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2025,"cited_by_count":1},{"year":2023,"cited_by_count":1},{"year":2022,"cited_by_count":1},{"year":2021,"cited_by_count":2},{"year":2020,"cited_by_count":3},{"year":2017,"cited_by_count":1},{"year":2016,"cited_by_count":1},{"year":2014,"cited_by_count":2},{"year":2013,"cited_by_count":4},{"year":2012,"cited_by_count":1}],"updated_date":"2026-11-07T11:25:07.637180","created_date":"2016-06-24T00:00:00"}