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Asymmetric Hydroesterification of Diarylmethyl Carbinols
Author(s) -
Tian Duanshuai,
Xu Ronghua,
Zhu Jinbin,
Huang Jianxun,
Dong Wei,
Claverie Jerome,
Tang Wenjun
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202015450
Subject(s) - catalysis , scope (computer science) , substrate (aquarium) , chemistry , palladium , aryl , enantioselective synthesis , organic chemistry , combinatorial chemistry , computer science , oceanography , alkyl , programming language , geology
Abstract An efficient asymmetric hydroesterfication of diarylmethyl carbinols is developed for the first time with a Pd‐WingPhos catalyst, resulting in a series of chiral 4‐aryl‐3,4‐dihydrocoumarins in excellent enantioselectivities and good yields. The method features mild reaction conditions, a broad substrate scope, use of easily accessible starting materials, and low palladium loadings. A plausible stereochemical model is also proposed with the Pd‐WingPhos catalyst. This method has enabled a 4‐step asymmetric synthesis of ( R )‐tolterodine from readily available starting materials.