An approach to the synthesis of dimeric resveratrol natural products via a palladium-catalyzed domino reaction.
A route for the rapid assembly of the carbon framework of several resveratrol natural products is presented. A palladium-catalyzed domino reaction of bromostilbene derivative 6 and tolane 7, involving two sequential Heck coupling reactions, provides access to the benzofulvene-based core of various resveratrol-derived natural products. The carbon skeleton of pallidol and its congeners is achieved by a Lewis acid-induced Nazarov-type oxidative cyclization of 9.
Jeffrey
Jenna L
JL
Department of Chemistry, University of California, Berkeley, California 94720.
Sarpong
Richmond
R