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Updated: Feb 7, 2026

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Catalyst-Controlled Diastereodivergent Construction of Vicinal Sulfur-Functionalized Quaternary and Tertiary
Lili Zhang1, Huijun Yuan1, Wei Lin1
1Department of Medicinal Chemistry, School of Pharmacy , Qingdao University , Qingdao 266021 , P. R. China.
Abstract:
A catalyst-controlled diastereodivergence is described for the enantioselective conjugate addition of o-hydroxyphenyl-substituted p-QMs with 5 H-thiazol-4-ones. The reactions were enabled by two chiral complementary, nonenantiomeric catalysts to furnish a series of adducts possessing vicinal sulfur-functionalized quaternary and tertiary stereocenters in high yields with excellent asymmetric induction. Moreover, o-QMs generated in situ from o-hydroxybenzyl alcohols were also compatible.
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