The first stereoselective Ficini-Claisen rearrangement using chiral ynamides

被引：94

作者：

Mulder, JA ^{[1
]}

Hsung, RP ^{[1
]}

Frederick, MO ^{[1
]}

Tracey, MR ^{[1
]}

Zificsak, CA ^{[1
]}

机构：

[1] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 08期

关键词：

D O I：

10.1021/ol020037j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The first asymmetric Ficini-Claisen rearrangement using chiral ynamides is described. At relatively low temperatures, the Ficini-Claisen rearrangement can be efficiently promoted by p-nitrobenzenesulfonic acid leading to high diastereoselectivity for a range of different allylic alcohols and chiral ynamides.

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页码：1383 / 1386

页数：4

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