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Enantioconvergent Fukuyama Cross‐Coupling of Racemic Benzylic Organozinc Reagents
Author(s) -
Oost Rik,
Misale Antonio,
Maulide Nuno
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201600597
Subject(s) - racemization , chemistry , reagent , stereocenter , ketone , substrate (aquarium) , organic chemistry , palladium , combinatorial chemistry , enantioselective synthesis , catalysis , oceanography , geology
The first enantioconvergent palladium‐catalyzed Fukuyama cross‐coupling of racemic benzylic organozinc reagents with thioesters has been developed. The reaction furnishes enantioenriched acyclic α‐disubstituted ketone products in good yields and high enantioselectivities. A broad substrate scope is achieved under mild reaction conditions to prevent racemization of the potentially labile tertiary stereocenters.