Chemische Berichte

Dioxirane Epoxidation of α, β??Unsaturated Ketones

W Adam, L Hadjiarapoglou, A Smerz

Index: Adam, Waldemar; Hadjiarapoglou, Lazaros; Smerz, Alex Chemische Berichte, 1991 ,  vol. 124,  # 1  p. 227 - 232

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Citation Number: 153

Abstract

Abstract The synthesis of epoxides 3a–r is achieved in excellent yields by reaction of the α, β- unsaturated ketones 1a–c, 4, 4′-disubstituted (E)-chalcones 1d–o, and 2′-hydroxy-4- substituted (E)-chalcones 1p–r with isolated dimethyldioxirane (2a)(as acetone solution) and/or in situ generated ethyl (methyl) dioxirane (2b). This method constitutes a useful alternative to the Weitz-Scheffer epoxidation (alkaline H 2 O 2) of such electronpoor ...