Itoh Taisuke, Kanzaki Yamato, Shimizu Yohei, Kanai Motomu
Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-0033, Japan.
Angew Chem Int Ed Engl. 2018 Jul 2;57(27):8265-8269. doi: 10.1002/anie.201804117. Epub 2018 May 30.
We report copper(I)-catalyzed enantio- and diastereodivergent borylative coupling of styrenes and imines to produce enantiomerically-enriched α,β-dibranched γ-boryl amine derivatives. Each of the four possible stereoisomers of the products, derived from the two contiguous stereocenters, was selectively accessible by choosing a proper chiral ligand for the copper catalyst. This method, which combines catalyst-controlled stereodivergency and constitutional divergency derived from the lynchpin motif (i.e., the C-B bond), offers a strategy for addressing the construction of molecular structural diversity concomitant with precise chirality control.
我们报道了铜(I)催化的苯乙烯和亚胺的对映和非对映发散硼化偶联反应,以生成对映体富集的α,β-二支链γ-硼基胺衍生物。通过为铜催化剂选择合适的手性配体,可以选择性地获得由两个相邻立体中心衍生的产物的四种可能立体异构体中的每一种。这种方法结合了催化剂控制的立体发散性和源自关键基序(即C-B键)的结构发散性,为解决伴随精确手性控制的分子结构多样性构建提供了一种策略。