Highly enantioselective conjugate additions to α,β-unsaturated ketones catalyzed by a (Salen)Al complex

被引：291

作者：

Taylor, MS ^{[1
]}

Zalatan, DN ^{[1
]}

Lerchner, AM ^{[1
]}

Jacobsen, EN ^{[1
]}

机构：

[1] Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 04期

关键词：

D O I：

10.1021/ja044999s

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Chiral (salen)Al complex 1a catalyzes the highly enantioselective conjugate addition of carbon- and nitrogen-based nucleophiles to acyclic alpha,beta-unsaturated ketones. This methodology is tolerant of substantial variation of the ketone structure, providing access to a wide range of useful chiral building blocks in high yield and enantiomeric excess. Synthetic manipulations of the conjugate addition products are demonstrated, including the straightforward preparation of beta-amino ketones and highly enantio-enriched carbo- and heterocyclic compounds.

引用

页码：1313 / 1317

页数：5

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