Palladium-Catalyzed Ring-Opening Reaction of Cyclopropenones with Vinyl Epoxides

J Org Chem. 2022 Dec 16;87(24):16851-16859. doi: 10.1021/acs.joc.2c01976. Epub 2022 Nov 23.

Abstract

We report herein the Pd-catalyzed selective ring-opening reaction of cyclopropenones with vinyl epoxides. By using a commercially available Pd2(dba)3·CHCl3-BINAP catalyst, a wide range of conjugated alkadienyl carboxylates could be accessed in good yield and excellent regioselectivity. The new application of zwitterionic π-allyl palladium intermediates has been demonstrated in organic synthesis.