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Mechanism of Gold-Catalyzed Cycloisomerization of Enynyl Esters
Conference proceeding

Mechanism of Gold-Catalyzed Cycloisomerization of Enynyl Esters

Andrea Correa and Luigi Cavallo
GREEN METATHESIS CHEMISTRY: GREAT CHALLENGES IN SYNTHESIS, CATALYSIS AND NANOTECHNOLOGY, pp.293-303
NATO Science for Peace and Security Series A-Chemistry and Biology
01/01/2010

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
A theoretical study on the Au-catalyzed cycloisomerization of a branched dienyne possessing an acetate at the propargylic position is presented. The peculiar architecture of the dienyne precursor, exhibiting both a 1,6- and a 1,5-enyne skeleton, leads, in the presence of alkynophilic gold catalysts, to a mixture of bicyclic compounds. DFT calculations are presented that rationalize in full THE manifold of reactions that lead to the different products.

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