Emergence of a novel catalytic radical reaction: Titanocene-catalyzed reductive opening of epoxides

A Gansäuer, H Bluhm, M Pierobon

Index: Gansaeuer, Andreas; Bluhm, Harald; Pierobon, Marianna Journal of the American Chemical Society, 1998 , vol. 120, # 49 p. 12849 - 12859

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Citation Number: 231

Abstract

The preparatively important catalytic opening of epoxides to β-titanoxy radicals via single- electron transfer (SET) is described. These radicals can be reduced to alcohols or participate in CC bond-forming reactions. A key step in the catalytic cycle is the conceptually novel protonation of titanium-oxygen and-carbon bonds. Our method combines the advantages of radical reactions, eg, high functional group tolerance and stability of ...