Hypervalent iodine oxidation of. ALPHA.,. BETA.-unsaturated carbonyl compounds.

Y TAMURA, T YAKURA, H TERASHI…

Index: Tamura, Yasumitsu; Yakura, Takayuki; Terashi, Hiroaki; Haruta, Jun-Ichi; Kita, Yasuyuki Chemical & Pharmaceutical Bulletin, 1987 , vol. 35, # 2 p. 570 - 577

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Citation Number: 19

Abstract

Oxidation of non-enolizable α, β-unsaturated carbonyl compounds and enolizable β- monosubstituted α, β-unsaturated carbonyl compounds with phenyl iodine (III) diacetate (PIDA) in methanolic potassium hydroxide gave α-hydroxydimethylacetal β-methoxy products, and oxidation of enolizable β, β-disubstituted α, β-unsaturated carbonyl compounds under the same conditions gaveα'-hydroxy products.