Tetrahedron letters

Novel allylic oxidation of conjugate ketones with VO (OR) Cl 2

T Hirao, S Mikami, M Mori, Y Ohshiro

Index: Hirao; Mikami; Mori; Ohshiro Tetrahedron Letters, 1991 , vol. 32, # 14 p. 1741 - 1744

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Citation Number: 32

Abstract

Abstract An oxo group is introduced at the allylic position of 3-methyl-2-cyclopenten-1-one and β-ionone on treatment with VO (OR) Cl 2 in ROH. VO (OR) Cl 2 induces γ-alkoxylation in the case of 2-cyclopenten-1-one. Reaction of 1-acetyl-1-cyclohexene with VO (OEt) Cl 2 results in γ-alkoxylation and/or aromatization to give 1-acetyl-3-ethoxy-1-cyclohexene and the corresponding aromatic.

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