Bronsted acid-catalyzed, enantioselective, vinylogous Mannich reaction of vinylketene silyl N,O-acetals

被引：85

作者：

Giera, David S. ^{[1
]}

Sickert, Marcel ^{[1
]}

Schneider, Christoph ^{[1
]}

机构：

[1] Univ Leipzig, Inst Organ Chem, D-04103 Leipzig, Germany

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 19期

关键词：

D O I：

10.1021/ol8017374

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Vinylketene silyl N,O-acetals undergo chiral phosphoric acid-catalyzed, vinylogous Mukaiyama-Mannich reactions with imines and afford delta-amino-alpha,beta-unsaturated amides in typically good yields, complete gamma-regioselectivity, and up to 92% ee with catalyst loadings of as low as 1 mol %. The Mannich products can be readily manipulated to furnish valuable synthetic intermediates.

引用

页码：4259 / 4262

页数：4

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