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手性硒化物催化的对映选择性烯丙基反应和烯烃的分子间双官能化:构建 C-SCF 手性分子的有效方法。

Chiral Selenide-Catalyzed Enantioselective Allylic Reaction and Intermolecular Difunctionalization of Alkenes: Efficient Construction of C-SCF Stereogenic Molecules.

机构信息

Institute of Organic Chemistry & MOE Key Laboratory of Bioinorganic and Synthetic Chemistry, School of Chemistry , Sun Yat-Sen University , Guangzhou 510275 , P. R. China.

出版信息

J Am Chem Soc. 2018 Apr 11;140(14):4782-4786. doi: 10.1021/jacs.8b01513. Epub 2018 Mar 29.

Abstract

New approaches for the synthesis of enantiopure trifluoromethylthiolated molecules by chiral selenide-catalyzed allylic trifluoromethylthiolation and intermolecular difunctionalization of unactivated alkenes are disclosed. In these transformations, functional groups were well tolerated, and the desired products were obtained in good yields with excellent chemo-, enantio-, and diastereoselectivities. This reaction is nicely complementary to enantioselective trifluoromethylthiolation, allylic functionalization, and intermolecular alkene difunctionalization.

摘要

本文报道了通过手性硒化物催化的烯丙基三氟甲硫基化和非活化烯烃的分子间双官能化反应,合成对映纯三氟甲硫基化分子的新方法。在这些转化中,官能团具有很好的耐受性,所需产物以良好的收率、优异的化学选择性、对映选择性和非对映选择性获得。该反应很好地补充了对映选择性三氟甲硫基化、烯丙基官能化和分子间烯烃双官能化反应。

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