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手性钯催化 spiro 季碳中心的分子内 α-芳基化反应构建

Enantioselective Construction of Spiro Quaternary Carbon Stereocenters via Pd-Catalyzed Intramolecular α-Arylation.

机构信息

State Key Laboratory of Bio-Organic and Natural Products Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, China.

School of Chemistry and Material Sciences, Hangzhou Institute for Advanced Study, University of Chinese Academy of Sciences, 1 Sub-lane Xiangshan, Hangzhou 310024, China.

出版信息

Org Lett. 2020 Jun 19;22(12):4602-4607. doi: 10.1021/acs.orglett.0c01129. Epub 2020 Jun 2.

Abstract

We herein report the development of a sterically hindered and electron-rich P-chiral monophosphorus biaryl ligand that has enabled a general and efficient enantioselective intramolecular α-arylation, providing access to a wide series of [4.4], [4.5], and [4.6]-spirocycles with chiral benzylic quaternary carbons in high yields with good to excellent enantioselectivities. A pronounced water effect on enantioselectivity is observed.

摘要

我们在此报告了一种空间位阻和富电子的 P-手性单磷联芳配体的开发,该配体实现了一般且高效的对映选择性分子内α-芳基化反应,以高收率和优异至优秀的对映选择性得到了一系列具有手性苄基季碳的[4.4]、[4.5]和[4.6]-螺环化合物。观察到对映选择性对水有明显的影响。

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