title: Stereoselective, Cascade Synthesis of trans-Enynones through Coupling-Isomerization Reaction.
abstract: A mild, cascade methodology based on the modified Cadiot-Chodkiewicz reaction was developed for the stereoselective synthesis of trans-enynones. By this methodology, structurally divergent trans-enynones, which are embedded with sensitive functional groups, were synthesized. Control experiments suggested that the CuCl alone does not have a role in the isomerization step, whereas the CuCl-piperidine complex (formed during the cross coupling) may have a rate enhancing effect. Furthermore, additional sets of control experiments favor the involvement of unimolecular [1,2]-H shift rather than a homobimolecular proton abstraction during the isomerization step.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Madras , Chennai 600036, Tamilnadu India.
authors.forename: Bhavani Shankar
authors.initials: BS
authors.lastname: Chinta
authors.affiliation: Department of Chemistry, Indian Institute of Technology Madras , Chennai 600036, Tamilnadu India.
authors.forename: Beeraiah
authors.initials: B
authors.lastname: Baire