Intramolecular one-pot transition metal-catalyzed methylenation-Heck cross-coupling processes

ORGN 525

Lise Brethous, lisebrethous@hotmail.com and Hélène Lebel, lebelhe@chimie.umontreal.ca. Département de Chimie, Université de Montréal, PO Box 6128, Station Downtown, Montréal, QC H3T1J4, Canada

Multicatalytic tandem reactions have been recently reported as efficient methodologies allowing different successive transformations in one-pot processes. Our research group has been interested in developing new multicatalytic one pot reaction, combining rhodium- or copper-catalyzed methylenations with palladium-cross-coupling reactions.

We have recently disclosed a methylenation-Heck coupling tandem reaction, which produced a variety of stilbene derivatives from carbonyl compounds, without isolation of the styrene intermediate. We have synthesized various resveratrol analogues, known as biologically active molecules.

In this presentation, we will report the application of our methodology to intramolecular reactions leading to useful bicyclic intermediates.