南开大学王晓晨团队报道了氢化物转移/对映选择性[2+2]环加成级联的双功能硼烷催化机制。相关研究成果发表在2021年5月26日出版的国际知名学术期刊《德国应用化学》。

该文提出了一种在手性螺环双硼烷催化下，通过1，2-二氢喹啉和炔酮的级联反应合成对映体富集的四氢喹啉稠环丁烯的温和而有效的方法。

双硼烷具有两种功能：首先催化氢化物转移将1,2-二氢喹啉底物转化为1,4-二氢喹啉，然后激活炔酮底物与原位生成的1,4-二氢喹啉进行对映选择性[2+2]环加成反应。

附：英文原文

Title: Bifunctional Borane Catalysis of a Hydride Transfer/Enantioselective [2+2] Cycloaddition Cascade

Author: Ming Zhang, Xiao-Chen Wang

Issue&Volume: 2021-05-26

Abstract: Herein, we present a mild and efficient method for synthesizing enantioenriched tetrahydroquinoline-fused cyclobutenes through a cascade reaction between 1,2-dihydroquinolines and alkynones with catalysis by chiral spiro-bicyclic bisboranes. The bisboranes served two functions: first they catalyzed a hydride transfer to convert the 1,2-dihydroquinoline substrate to a 1,4-dihydroquinoline, and then they activated the alkynone substrate for an enantioselective [2+2] cycloaddition reaction with the 1,4-dihydroquinoline generated in situ.

DOI: 10.1002/anie.202106168

Source: https://onlinelibrary.wiley.com/doi/10.1002/anie.202106168