Enantioselective Synthesis of Allenamides via Sulfimide [2,3]-Sigmatropic Rearrangement

被引：49

作者：

Armstrong, Alan ^{[1
]}

Emmerson, Daniel P. G. ^{[1
]}

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 07期

基金：

英国工程与自然科学研究理事会;

关键词：

4+2 CYCLOADDITION REACTIONS; KETOMALONATE-DERIVED OXAZIRIDINE; STORK-CRABTREE HYDROGENATION; STABILIZED OXYALLYL CATIONS; INVERSE ELECTRON-DEMAND; CHIRAL ALLENAMIDES; N-ALLENYLSULFENIMIDES; CATALYZED CYCLIZATION; SULFIDES; ALLENES;

D O I：

10.1021/ol900146s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral allenamides are prepared with high levels of enantiomeric purity by [2,3]-sigmatropic rearrangement of propargylic sulfimides. The required branched propargylic sulfides are prepared by an enantioselective organocatalytic aldehyde alpha-sulfenylation followed by Corey-Fuchs alkynylation.

引用

页码：1547 / 1550

页数：4

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