Tetrahedron

A convenient and efficient preparation of β-substituted α-haloenones from diazodicarbonyl compounds

YR Lee, BS Cho, HJ Kwon

Index: Lee, Yong Rok; Cho, Bang Sub; Kwon, Hyuk Jin Tetrahedron, 2003 , vol. 59, # 47 p. 9333 - 9347

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Citation Number: 24

Abstract

Rhodium (II)-catalyzed reactions of cyclic diazodicarbonyl compounds with a variety of halides have been examined. With acid halides, β-acyloxy α-haloenones are produced in good yields. With benzyl halides, β-benzyloxy α-haloenones are obtained in good yields. Reactions with methylene halides yield β-halomethoxy α-haloenones in good yields, whereas reactions with ethyl halides and ethylene dihalides result in β-hydroxy α- ...