The osmium-catalyzed aminohydroxylation of Baylis-Hillman olefins

被引：35

作者：

Pringle, W

Sharpless, KB

机构：

[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

[2] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 28期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

Baylis-Hillman reactions; catalysis; amino alcohols; osmylations;

D O I：

10.1016/S0040-4039(99)00887-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Baylis-Hillman class of olefins undergoes a facile osmium-catalyzed aminohydroxylation reaction. The diastereoselectivity for the aminohydroxylation is influenced by the aldehyde-derived substituent, while the acrylate-derived substituent has a minimal effect. A variety of derivatives and close analogs of the Baylis-Hillman product-core failed to aminohydroxylate, emphasizing the unique reactivity of this class of olefins. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：5151 / 5154

页数：4

共 13 条

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