A Versatile Route to 2-Substituted Cyclic 1,3-Dienes via a Copper(I)-Catalyzed Cross-Coupling Reaction of Dienyl Triflates with Grignard Reagents.
A general synthesis of 2-substituted cyclic 1,3-dienes in two steps from alpha,beta-unsaturated ketones has been developed. Formation of a dien-2-yl triflate followed by a copper(I)-catalyzed cross-coupling reaction with a Grignard reagent gives 2-substituted dienes in fair to excellent yields. Alkyl, aryl, and allyl Grignard reagents can be used.
Karlström
A. Sofia E.
AS
Department of Organic Chemistry, University of Uppsala, Box 531, SE-751 21 Uppsala, Sweden.
Rönn
Magnus
M
Thorarensen
Atli
A
Bäckvall
Jan-E.
JE