{"id":"https://openalex.org/W1989511348","doi":"https://doi.org/10.1021/ja0740420","title":"Aluminum-Catalyzed Enantio- and Diastereoselective Carbonyl Addition of Propargylsilanes. A New Approach to Enantioenriched Vinyl Epoxides","display_name":"Aluminum-Catalyzed Enantio- and Diastereoselective Carbonyl Addition of Propargylsilanes. A New Approach to Enantioenriched Vinyl Epoxides","publication_year":2007,"publication_date":"2007-07-18","ids":{"openalex":"https://openalex.org/W1989511348","doi":"https://doi.org/10.1021/ja0740420","mag":"1989511348","pmid":"https://pubmed.ncbi.nlm.nih.gov/17636928"},"language":"en","primary_location":{"id":"doi:10.1021/ja0740420","doi":"https://doi.org/10.1021/ja0740420","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ja0740420","pdf_url":null,"source":{"id":"https://openalex.org/S111155417","display_name":"Journal of the American Chemical Society","issn_l":"0002-7863","issn":["0002-7863","1520-5126","1943-2984"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-3","medline","norway-2","poland-200","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":"Journal of the American Chemical Society","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"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/A5035782410","display_name":"David Albert Evans","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I136199984","display_name":"Harvard University","ror":"https://ror.org/03vek6s52","country_code":"US","type":"education","lineage":["https://openalex.org/I136199984"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"David A. Evans","raw_affiliation_strings":["Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138","Department of Chemistry and Chemical Biology Harvard University Cambridge Massachusetts 02138 USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138","institution_ids":["https://openalex.org/I136199984"]},{"raw_affiliation_string":"Department of Chemistry and Chemical Biology Harvard University Cambridge Massachusetts 02138 USA","institution_ids":["https://openalex.org/I136199984"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5012739930","display_name":"Yimon Aye","orcid":"https://orcid.org/0000-0002-1256-4159","observed_orcids":["https://orcid.org/0000-0002-1256-4159"]},"institutions":[{"id":"https://openalex.org/I136199984","display_name":"Harvard University","ror":"https://ror.org/03vek6s52","country_code":"US","type":"education","lineage":["https://openalex.org/I136199984"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Yimon Aye","raw_affiliation_strings":["Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138","institution_ids":["https://openalex.org/I136199984"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I136199984"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":1.9828,"has_fulltext":false,"cited_by_count":33,"citation_normalized_percentile":{"value":0.84015405,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":97},"biblio":{"volume":"129","issue":"31","first_page":"9606","last_page":"9607"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10013","display_name":"Asymmetric Synthesis and Catalysis","score":0.9926999807357788,"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":0.9926999807357788,"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":0.002899999963119626,"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/T11441","display_name":"Organoboron and organosilicon chemistry","score":0.0010999999940395355,"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/propargylsilanes","display_name":"propargylsilanes","score":0.9100000262260437},{"id":"https://openalex.org/keywords/carbonyl-addition","display_name":"carbonyl addition","score":0.9340000152587891},{"id":"https://openalex.org/keywords/lewis-acid-catalysis","display_name":"Lewis acid catalysis","score":0.843999981880188},{"id":"https://openalex.org/keywords/aluminum-catalysis","display_name":"aluminum catalysis","score":0.9330000281333923},{"id":"https://openalex.org/keywords/asymmetric-synthesis","display_name":"asymmetric synthesis","score":0.9480000138282776},{"id":"https://openalex.org/keywords/diastereoselective-synthesis","display_name":"diastereoselective synthesis","score":0.9459999799728394},{"id":"https://openalex.org/keywords/nucleophilic-addition","display_name":"nucleophilic addition","score":0.5360000133514404}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9784190654754639},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.7474865913391113},{"id":"https://openalex.org/C163638829","wikidata":"https://www.wikidata.org/wiki/Q900337","display_name":"Lewis acids and bases","level":3,"score":0.7006570100784302},{"id":"https://openalex.org/C178907741","wikidata":"https://www.wikidata.org/wiki/Q745930","display_name":"Nucleophile","level":3,"score":0.6636823415756226},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.5470188856124878},{"id":"https://openalex.org/C2780337600","wikidata":"https://www.wikidata.org/wiki/Q5101822","display_name":"Chiral Lewis acid","level":4,"score":0.5160779356956482},{"id":"https://openalex.org/C20774148","wikidata":"https://www.wikidata.org/wiki/Q901669","display_name":"Nucleophilic addition","level":3,"score":0.44548502564430237}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1021/ja0740420","doi":"https://doi.org/10.1021/ja0740420","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ja0740420","pdf_url":null,"source":{"id":"https://openalex.org/S111155417","display_name":"Journal of the American Chemical Society","issn_l":"0002-7863","issn":["0002-7863","1520-5126","1943-2984"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-3","medline","norway-2","poland-200","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":"Journal of the American Chemical Society","raw_type":"journal-article"},{"id":"pmid:17636928","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/17636928","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of the American Chemical Society","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":8,"referenced_works":["https://openalex.org/W187716655","https://openalex.org/W1994804850","https://openalex.org/W2054678463","https://openalex.org/W2096806751","https://openalex.org/W2346026511","https://openalex.org/W2895100430","https://openalex.org/W2950370777","https://openalex.org/W2950864114"],"related_works":["https://openalex.org/W2088736474","https://openalex.org/W2028947811","https://openalex.org/W2026913209","https://openalex.org/W3091947055","https://openalex.org/W3158937452","https://openalex.org/W2950864114","https://openalex.org/W4253894735","https://openalex.org/W2048272413","https://openalex.org/W2950129770","https://openalex.org/W4391773527"],"abstract_inverted_index":{"A":[0],"new":[1],"pathway":[2],"involving":[3],"a":[4,17],"Lewis":[5],"acid-catalyzed":[6],"carbonyl":[7],"addition":[8],"reaction":[9],"of":[10],"propargylsilanes":[11,26],"and":[12,20,30,54],"its":[13],"subsequent":[14],"development":[15],"into":[16],"general":[18],"enantio-":[19],"diastereoselective":[21],"process":[22],"are":[23],"described.":[24],"Aliphatic":[25],"with":[27],"both":[28],"saturated":[29],"unsaturated":[31],"sidechains":[32],"were":[33],"effective":[34],"nucleophiles":[35],"affording":[36],"highly":[37],"functionalized":[38],"chiral":[39],"vinyl":[40],"epoxides":[41],"in":[42,55],"good":[43,58],"enantioselectivities":[44],"(85\u221294%":[45],"ee),":[46],"excellent":[47],"diastereoselectivities":[48],"(>99:1":[49],"E:":[50],"Z;":[51],">99:1":[52],"anti:syn)":[53],"moderate":[56],"to":[57],"yields":[59],"(49\u221297%).":[60]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2025,"cited_by_count":1},{"year":2024,"cited_by_count":2},{"year":2023,"cited_by_count":3},{"year":2022,"cited_by_count":2},{"year":2020,"cited_by_count":1},{"year":2019,"cited_by_count":2},{"year":2018,"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":2}],"updated_date":"2026-09-22T06:50:58.402377","created_date":"2016-06-24T00:00:00"}
