Chemoenzymatic synthesis of α′-and α-acetoxylated cyclic ketones

C Tanyeli, E Turkut, İM Akhmedov

Index: Tanyeli, Cihangir; Turkut, Engin; Akhmedov, Idris Mecidoglu Tetrahedron Asymmetry, 2004 , vol. 15, # 11 p. 1729 - 1733

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Citation Number: 14

Abstract

α, β-Unsaturated and saturated cyclic ketones were selectively oxidized at the α′-and α- positions using Mn (OAc) 3 and Pb (OAc) 4, respectively, resulting in high chemical yields. The resultant racemic α′-and α-acetoxylated substrates were resolved into corresponding enantiomerically enriched α′-and α-hydroxylated and acetoxylated compounds with 96– 98% ee via PLE hydrolysis. The absolute configurations of α′-acetoxy-α, β-unsaturated ...