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钴催化的吲哚与苯乙烯的对映选择性导向 C-H 烷基化反应。

Cobalt-catalyzed enantioselective directed C-H alkylation of indole with styrenes.

机构信息

Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University , Singapore 637371, Singapore.

出版信息

Org Lett. 2015 Jan 2;17(1):22-5. doi: 10.1021/ol503119z. Epub 2014 Dec 16.

Abstract

A cobalt-chiral phosphoramidite catalyst promotes enantioselective imine-directed C2-alkylation of Boc-protected indoles with styrenes. The reaction affords 1,1-diarylethane products in moderate to good yields with good enantioselectivities under mild conditions. A deuterium-labeling experiment suggests that the enantioselectivity is controlled by both the styrene insertion and the C-C reductive elimination steps.

摘要

钴手性膦酰胺催化剂促进了 Boc 保护吲哚与苯乙烯的亚胺定向 C2-烷基化反应,在温和条件下以中等至良好的收率得到了 1,1-二芳基乙烷产物,具有良好的对映选择性。氘标记实验表明,对映选择性由苯乙烯插入和 C-C 还原消除步骤共同控制。

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