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手性有机催化的 3-亚烷基氧化吲哚与烯醛的反式 vinylogous Michael 反应。

Enantioselective Organocatalyzed Vinylogous Michael Reactions of 3-Alkylidene Oxindoles with Enals.

机构信息

State Key Laboratory of Elemento-Organic Chemistry, Department of Chemistry, Nankai University , Tianjin 300071, People's Republic of China.

Collaborative Innovation Center of Chemical Science and Engineering, Nankai University , Tianjin 300071, People's Republic of China.

出版信息

J Org Chem. 2017 Feb 3;82(3):1412-1419. doi: 10.1021/acs.joc.6b02582. Epub 2017 Jan 19.

Abstract

An efficient asymmetric vinylogous Michael addition of 3-alkylidene oxindoles and enals has been achieved using a chiral TBS-protected diphenylprolinol catalyst. The γ-substituted alkylidene oxindoles obtained bear a chiral tertiary center and are afforded in moderate to good yields and good to excellent enantioselectivities.

摘要

一种高效的不对称乙烯基迈克尔加成反应,用于 3-亚烷基氧化吲哚和烯醛的反应,使用手性 TBS 保护的二苯脯氨醇催化剂实现。得到的γ-取代亚烷基氧化吲哚具有手性叔中心,产率中等至良好,对映选择性优异。

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