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铜催化的对醌甲川化物的对映选择性 1,6-硼化反应和高对映选择性合成三芳基甲烷的方法。

Copper-catalyzed enantioselective 1,6-boration of para-quinone methides and efficient transformation of gem-diarylmethine boronates to triarylmethanes.

机构信息

Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041 (China).

University of Chinese Academy of Sciences, Beijing 100049 (China).

出版信息

Angew Chem Int Ed Engl. 2015 Oct 5;54(41):12134-8. doi: 10.1002/anie.201505926. Epub 2015 Aug 28.

Abstract

Presented is the first enantioselective copper-catalyzed 1,6-conjugate addition of bis(pinacolato)diboron to para-quinone methides. The reaction proceeds with excellent yields and good to excellent enantioselectivities, and provides an attractive approach to the construction of optically active gem-diarylmehtine boronic esters. Additionally, the subsequent conversion of the derived potassium trifluoroborates into triarylmethanes with highly enantiospecificity was realized.

摘要

本文首次报道了手性铜催化的双频哪醇硼酸酯对 para-醌甲川的 1,6-共轭加成反应。该反应具有优秀的收率和良好到优秀的对映选择性,为构建光学活性的偕二芳基甲锡烷硼酸酯提供了一种有吸引力的方法。此外,还实现了衍生的三氟硼酸钾转化为具有高度对映选择性的三芳基甲烷。

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