Tetrahedron letters

Transition metal catalyzed ring opening reactions of 2-phenyl-3-vinyl substituted 2H-azirines

A Padwa, T Stengel

Index: Padwa, Albert; Stengel, Thomas Tetrahedron Letters, 2004 , vol. 45, # 31 p. 5991 - 5993

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Citation Number: 45

Abstract

Treatment of 2-phenyl-3-vinyl-substituted 2H-azirines with Grubbs' catalyst induces a clean rearrangement and affords products derived from carbon–nitrogen bond cleavage of the 2H- azirine ring. However, when the reaction was carried out using Wilkinson's catalyst in an alcoholic solvent, the only product obtained in high yield corresponded to an α, β- unsaturated oxime.