Organocatalytic Domino Reaction of Electron-Deficient 2,4-Dienes with 2-Halo-1,3-Dicarbonyl Compounds: A Highly Regio- and Stereoselective Approach to Functionalized Five-Membered Carbocycles

摘要

An unexpected domino reaction of electron-deficient 2,4-dienes with 2-halo-1,3-dicarbonyl compounds, employing the readily available N-(4-trifluoromethylbenzyl)cinchonium bromide as the phase-transfer catalyst, provides an access to functionalized cyclopentenes and fulvene derivatives with excellent regio-, chemo- and stereoselectivities. A plausible mechanism for this unprecedented domino reaction is given.