Enantioselective construction of a congested quaternary stereogenic center in isoindolinones bearing three aryl groups via an organocatalytic formal Betti reaction†
Arben Beriša,Danijel Glavač,Chao Zheng,Shu-Li You,Matija Gredičak
Organic Chemistry Frontiers Pub Date : 12/01/2021 00:00:00 , DOI:10.1039/D1QO01684A
Abstract

An efficient enantioselective formal Betti reaction between phenols and diaryl ketimines generated in situ from isoindolinone alcohols is described. In a reaction catalyzed by a chiral phosphoric acid, a broad range of ketimines and phenols afforded isoindolinone derivatives comprising a congested quaternary stereogenic center bearing three aryl groups in high yields, and high regioselectivities and enantioselectivities.

Graphical abstract: Enantioselective construction of a congested quaternary stereogenic center in isoindolinones bearing three aryl groups via an organocatalytic formal Betti reaction