Photochemically and thermally induced free-radical reactions of. alpha.,. beta.-epoxy ketones with tributyltin hydride: selective C. alpha.-O bond cleavage of …

E Hasegawa, K Ishiyama, T Kato…

Index: Hasegawa, Eietsu; Ishiyama, Kenyuki; Kato, Tomoyasu; Horaguchi, Takaaki; Shimizu, Takahachi; et al. Journal of Organic Chemistry, 1992 , vol. 57, # 20 p. 5352 - 5359

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Citation Number: 55

Abstract

Free-radical reactions of a, &epoxy ketones with tributyltin hydride have been studied. These substances were selectively converted to &hydroxy ketones under both photochemical and thermal conditions. The photoreaction is initiated by hydrogen abstraction of an epoxy ketone triplet from tributyltin hydride, while azoisobutyronitrile is used as an initiator for the thermal reaction. In general, the photoreaction conditions are particularly useful for aroyl- ...