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Dynamic Kinetic Resolution of Aldehydes by Hydroacylation
Author(s) -
Chen Zhiwei,
Aota Yusuke,
Nguyen Hillary M. H.,
Dong Vy M.
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201900545
Subject(s) - hydroacylation , kinetic energy , kinetic resolution , resolution (logic) , chemistry , computer science , physics , organic chemistry , aldehyde , classical mechanics , catalysis , programming language , enantioselective synthesis
We report a dynamic kinetic resolution (DKR) of chiral 4‐pentenals by olefin hydroacylation. A primary amine racemizes the aldehyde substrate via enamine formation and hydrolysis. Then, a cationic rhodium catalyst promotes hydroacylation to generate α,γ‐disubstituted cyclopentanones with high enantio‐ and diastereoselectivities.
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