Journal of Organometallic Chemistry

Rhodium-catalyzed isomerization of 1, 3-diene monoepoxides to α, β-unsaturated carbonyl compounds

S Sato, I Matsuda, Y Izumi

Index: Sato, Susumu; Matsuda, Isamu; Izumi, Yusuke Journal of Organometallic Chemistry, 1989 , vol. 359, p. 255 - 266

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Abstract

Abstract α, β-Unsaturated aldehydes and ketones are readily formed by the rhodium (I) catalyzed isomerization of 1, 3-diene monoepoxides. When RhH (PPh 3) 4 is used as a catalyst, only (E)-α, β-unsaturated carbonyl compounds are obtained selectively. The initial 1, 3-diene monoepoxides are prepared regiospecifically from α-trimethylsilyl ketones by a two step procedure, bromination and subsequent vinylative epoxidation of resulting α- ...