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Total Synthesis of (−)‐Dendrobine
Author(s) -
Kreis Lukas M.,
Carreira Erick M.
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.201108564
Subject(s) - stereocenter , amine gas treating , cascade , computer science , chemistry , combinatorial chemistry , organic chemistry , chromatography , enantioselective synthesis , catalysis
Cascading to alkaloids : An 18‐step total synthesis of (−)‐dendrobine is based on a reaction cascade with a key amine group (see scheme, Bn=benzyl). The amine is the initiator of the cascade and provides an efficient method for installing the stereocenters at C11 and C3. The overall transformation occurs stereoselectively only when the conversion is carried out without the isolation of intermediates.