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Catalytic Asymmetric Synthesis of Complex Polypropionates: Lewis Base Catalyzed Aldol Equivalents in the Synthesis of Erythronolide B
Author(s) -
Chandra Binita,
Fu Dezhi,
Nelson Scott G.
Publication year - 2010
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.200906245
Subject(s) - aldol reaction , stereocenter , lewis acids and bases , chemistry , catalysis , stereoselectivity , base (topology) , stereochemistry , enantioselective synthesis , organic chemistry , mathematics , mathematical analysis
Powerful aldol reactions : Stereoselective Lewis base catalyzed aldol equivalents expediently provided eight of the ten stereocenters required for the synthesis of erythronolide B. Indeed, all eleven stereocenters present in the erythromycin aglycone have been derived directly or indirectly from catalytic asymmetric equivalents of aldol addition reactions (see scheme).