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The Catalytic Asymmetric α‐Benzylation of Aldehydes
Author(s) -
List Benjamin,
Čorić Ilija,
Grygorenko Oleksandr O.,
Kaib Philip S. J.,
Komarov Igor,
Lee Anna,
Leutzsch Markus,
Chandra Pan Subhas,
Tymtsunik Andrey V.,
van Gemmeren Manuel
Publication year - 2014
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.201306037
Subject(s) - stereocenter , alkylation , steric effects , catalysis , chemistry , organic chemistry , proline , aldehyde , combinatorial chemistry , enantioselective synthesis , amino acid , biochemistry
The first aminocatalyzed α‐alkylation of α‐branched aldehydes with benzyl bromides as alkylating agents has been developed. Using a sterically demanding proline derived catalyst, racemic α‐branched aldehydes are reacted with alkylating agents in a DYKAT process to give the corresponding α‐alkylated aldehydes with quaternary stereogenic centers in good yields and high enantioselectivities.