Diastereoselective Synthesis of CF3-Substituted, Epoxide-Fused Heterocycles with β-(Trifluoromethyl)vinylsulfonium Salts

被引：44

作者：

Fritz, Sven P. ^{[1
]}

West, Thomas H. ^{[1
]}

McGarrigle, Eoghan M. ^{[1
,2
]}

Aggarwal, Varinder K. ^{[1
]}

机构：

[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

[2] Univ Coll Dublin, UCD Sch Chem & Chem Biol, Ctr Synth & Chem Biol, Dublin 4, Ireland

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 24期

基金：

英国工程与自然科学研究理事会; 爱尔兰科学基金会;

关键词：

VINYL SULFONIUM SALTS; CONVENIENT METHOD; STRAIGHTFORWARD SYNTHESIS; ASYMMETRIC-SYNTHESIS; ALPHA-IMIDOSTYRENES; EFFICIENT SYNTHESIS; TANDEM REACTIONS; FLUORINE; MILD; 2-ARYLAZIRIDINES;

D O I：

10.1021/ol303200n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

CF3-substituted vinyl diphenylsulfonium triflate is an effective annulation reagent for the formation of alpha-CF3 substituted, epoxide-fused heterocycles (pyrrolidines, piperidines, and tetrahydrofurans). This simple method affords a variety of valuable heterocyclic building blocks in a highly diastereoselective manner (dr>20:1).

引用

页码：6370 / 6373

页数：4

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