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α,β-不饱和酰胺与酮的非对映选择性分子间钴催化还原羟醛反应

Diastereoselective intermolecular cobalt-catalyzed reductive aldol reactions of alpha,beta-unsaturated amides with ketones.

作者信息

Lumby Ralph J R, Joensuu Pekka M, Lam Hon Wai

机构信息

School of Chemistry, University of Edinburgh, Joseph Black Building, The King's Buildings, West Mains Road, Edinburgh EH9 3JJ, United Kingdom.

出版信息

Org Lett. 2007 Oct 11;9(21):4367-70. doi: 10.1021/ol701980e. Epub 2007 Sep 15.

DOI:10.1021/ol701980e
PMID:17867700
Abstract

Under cobalt catalysis, diethylzinc mediates the conjugate reduction of alpha,beta-unsaturated amides to produce ethylzinc enolates that react with ketones in situ to produce tertiary alcohol-containing aldol products with up to >19:1 diastereoselectivity.

摘要

在钴催化下，二乙基锌介导α,β-不饱和酰胺的共轭还原反应，生成乙基锌烯醇盐，后者可与酮原位反应，生成非对映选择性高达>19:1的含叔醇的羟醛产物。

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