Organic Letters 2007-07-05

Enantioselective synthesis of trifluoromethyl-substituted cyclopropanes.

Justin R Denton, Dinesh Sukumaran, Huw M L Davies

Index: Org. Lett. 9 , 2625, (2007)

Full Text: HTML

Abstract

The reaction of 1-aryl-2,2,2-trifluorodiazoethanes with alkenes, catalyzed by the adamantylglycine-derived dirhodium complex Rh2(R-PTAD)4, generates trifluoromethyl-substituted cyclopropanes with high diastereoselectivity (>94%) and enantioselectivity (88->98%).