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钯催化的C-P偶联反应合成P-手性膦化合物

Synthesis of P-chiral phosphine compounds by palladium-catalyzed C-P coupling reactions.

作者信息

Wang Cuiying, Yue Chang-Duo, Yuan Jia, Zheng Jia-Lian, Zhang Ying, Yu Hong, Chen Jian, Meng Sixuan, Yu Yang, Yu Guang-Ao, Che Chi-Ming

机构信息

Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, and Chemical Biology Center, College of Chemistry, Central China Normal University, Wuhan 430079, China.

出版信息

Chem Commun (Camb). 2020 Oct 11;56(79):11775-11778. doi: 10.1039/d0cc05340f. Epub 2020 Sep 10.

Abstract

An efficient C-P coupling reaction of enantiopure tert-butylmethylphosphine-boranes with aryl and heteroaryl halides is developed by using Pd(OAc)/dppf as a catalyst, affording a series of (S) or (R)-P-chiral phosphines in moderate to high yields and with ee values up to 99% ee. Moreover, the reaction time could be reduced from 72 h to 6 h with increased ee values under microwave irradiation.

摘要

通过使用Pd(OAc)/dppf作为催化剂,开发了一种对映纯叔丁基甲基膦硼烷与芳基和杂芳基卤化物的高效C-P偶联反应,以中等到高的产率得到了一系列(S)或(R)-P-手性膦,对映体过量值高达99%ee。此外,在微波辐射下,反应时间可以从72小时减少到6小时,同时对映体过量值增加。

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