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Chiral Zinc‐Catalyzed Asymmetric α‐Alkylallylation and α‐Chloroallylation of Aldehydes
Author(s) -
Kobayashi Shū,
Endo Toshimitsu,
Ueno Masaharu
Publication year - 2011
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.201106433
Subject(s) - stereocenter , catalysis , ligand (biochemistry) , chemistry , zinc , enantioselective synthesis , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , receptor , biochemistry
Two birds with one stone : In the presence of Zn(OH) 2 and a chiral bipyridine ligand, racemic α‐substituted allylboronates 2 reacted with aldehydes 1 (see scheme) exclusively in an α‐addition fashion to afford various homoallylic alcohols 3 bearing two neighboring stereogenic centers in high yields with high diastereo‐ and enantioselectivities.