Premium
Stereoselective Synthesis of Multiple Stereocenters by Using a Double Aldol Reaction
Author(s) -
Shimoda Yasushi,
Kubo Tatsunori,
Sugiura Masaharu,
Kotani Shunsuke,
Nakajima Makoto
Publication year - 2013
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.201209848
Subject(s) - stereocenter , aldol reaction , stereoselectivity , lewis acids and bases , ketone , alkyl , chemistry , catalysis , base (topology) , organic chemistry , stereochemistry , combinatorial chemistry , enantioselective synthesis , mathematics , mathematical analysis
Triple play : The title reaction of an alkyl methyl ketone and two aldehydes using chiral ( S )‐binapo as a Lewis base catalyst allows access to 1,5‐dihydroxy‐3‐pentanone derivatives with multiple chiral centers in good yields with high diastereo‐ and enantioselectivities in a single operation (see scheme).