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Updated: Jun 16, 2025
Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Bridged Biaryl Atropisomers by Organocatalyzed Kinetic Asymmetric Alcoholysis
Zhikang Wei1, Yi Zhao1, Tianyi Wang1
1Key Laboratory of Chemical Biology and Traditional Chinese Medicine (Ministry of Education of China), Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, China.
Abstract:
We disclose herein an asymmetric synthesis of axially chiral oxazepine-containing bridged biaryls via CPA-catalyzed kinetic asymmetric alcoholysis. Control experiments showed that this CPA-catalyzed alcoholysis was reversible, and lowering the reaction temperature could almost suppress the reversible reaction, thus providing a series of axially chiral oxazepine-containing bridged biaryl compounds in good to excellent enantioselectivities. The gram-scale reactions and facile derivatizations of the enantioenriched products demonstrate the practical utility of this reaction.
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