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Direct Synthesis of (+)‐Erogorgiaene through a Kinetic Enantiodifferentiating Step
Author(s) -
Davies Huw M. L.,
Walji Abbas M.
Publication year - 2005
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.200462227
Subject(s) - stereocenter , enantioselective synthesis , stereochemistry , chemistry , diterpene , rhodium , combinatorial chemistry , catalysis , organic chemistry
The combined approach of CH activation and a Cope rearrangement catalyzed by a rhodium catalyst [Rh 2 ( R ‐dosp) 4 ] (dosp=( N ‐dodecylbenzenesulfonyl)prolinate) is shown to be a very effective method for the construction of the three stereogenic centers (marked in red, see scheme) present in the diterpene erogorgiaene ( 1 ).