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A novel method for the preparation of β,γ-unsaturated carbonyl compounds

Khalaf, Abedawn and Mustaffa, Mohammad S. and Ali, Ja'Afar H. and Al-Dulaymi, Ju'ma R. and Hashem, A. K. (1988) A novel method for the preparation of β,γ-unsaturated carbonyl compounds. Journal of the Iraqi Chemical Society, 13 (1). pp. 159-172. ISSN 0379-8321

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Abstract

α,β-Unsatd. carbonyl compds. were cyclized with sulfonium ylides, the carbonyl compds. so formed were converted to alcs. by either using LiAlH4 or Grignard reagents. The alcs. were oxidized to β,γ-unsatd. carbonyl compds. using pyridinium chlorochromate (PCC), dichloromethane and water. Thus prepd. were 46-57% BzCH2CH:C(R)Ph (R = H, Ph, CH2Ph, p-tolyl).