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Electrophilic Cyclization of 1,5‐Enynes
Author(s) -
Crone Benedikt,
Kirsch Stefan F.,
Umland KlausDaniel
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.201001113
Subject(s) - electrophile , chemistry , core (optical fiber) , combinatorial chemistry , organic chemistry , stereochemistry , catalysis , computer science , telecommunications
Valuable six‐membered carbocycles including highly substituted benzenes, 1,4‐cyclohexadienes, and 4‐fluorocyclohexenes can be prepared from simple 1,5‐enynes by iodonium‐induced cyclization. This cyclization strategy was applied to the total synthesis of cybrodol, a sesquiterpenoid with a pentasubstituted aromatic core (see scheme).