Synthesis of Fluoroalkyl Cyclopentenes: Highly Diastereoselective Phosphine‐Catalyzed [3+2] Annulation of β‐Fluoroalkylvinyl Arylsulfones with Morita‐Baylis‐Hillman Carbonates

Abstract

A phosphine-catalyzed [3 + 2] annulation of β-fluoroalkylvinyl arylsulfones and Morita-Baylis-Hillman carbonates was achieved to generate tetrasubstituted cyclopentene carboxylates with a fluoroalkylated stereogenic center at C4. The substrates with various substituents provided the expected [3 + 2] products in generally excellent yields and diastereoselectivities. This transformation provides a simple and efficient method for the synthesis of fluoroalkyl-substituted cyclopentene compounds.