Tetrahedron letters

A new synthetic method for γ-butyrolactols by the paladium-catalyzed regioselective oxidation of 1-alken-4-ols

…, H Ogawa, S Miyamoto, T Mandai, S Wakabayashi…

Index: Nokami, Junzo; Ogawa, Hideki; Miyamoto, Shinya; Mandai, Tadakatsu; Wakabayahi, Shoji; Tsuji, Jiro Tetrahedron Letters, 1988 , vol. 29, # 40 p. 5181 - 5184

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Abstract

Abstract 3-Substituted 1-alken-4-ols were oxidized with PdCl 2-benzoquinone regioselectively at the terminal carbon to afford cyclic hemiacetals (γ-butyrolactols), which were converted to γ-butyrolactones by the Jones oxidation. This reaction was applied to the syntheses of optically active deoxyribose and γ-butenolides.