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Total Synthesis of the Galbulimima Alkaloid (−)‐GB17
Author(s) -
Larson Reed T.,
Clift Michael D.,
Thomson Regan J.
Publication year - 2012
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.201108227
Subject(s) - enantioselective synthesis , intramolecular force , total synthesis , stereoselectivity , substrate (aquarium) , alkaloid , stereochemistry , chemistry , catalysis , organic chemistry , biology , ecology
A tale of two Michaels : The first enantioselective total synthesis of (−)‐GB17 is reported. Construction of this unique naphthoquinolizinone skeleton was achieved by two stereoselective intramolecular Michael additions, one under catalyst control and the other under substrate control.