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Enantioselective Total Synthesis of the Diterpene (+)‐Cubitene
Author(s) -
Simon Kristina,
Wefer Johannes,
Schöttner Elisabeth,
Lindel Thomas
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.201205143
Subject(s) - enantioselective synthesis , diterpene , total synthesis , stereochemistry , computer science , world wide web , information retrieval , chemistry , organic chemistry , catalysis
From termite soldier's secretions : The enantioselective total synthesis of the diterpene (+)‐cubitene is described. The route is characterized by the cyclization of a carvone‐derived C 20 allylphosphate with SmI 2 , followed by fragmentation to the twelve‐membered ring. As a result, perfect stereocontrol of the isopropenyl‐substituted positions is achieved.