A highly efficient deoxygenation of α-oxygenated esters via SmI 2-induced electron transfer process

K Kusuda, J Inanaga, M Yamaguchi

Index: Kusuda, Kazuhiro; Junji, Inanaga; Yamaguchi, Masaru Tetrahedron Letters, 1989 , vol. 30, # 22 p. 2945 - 2948

Full Text: HTML

Citation Number: 65

Abstract

Abstract A variety of α-oxygenated esters, such as α-acetoxy-, α-methoxy-, α-OTHP, and α- hydroxy esters were easily reduced at room temperature to give the corresponding saturated esters in good to excellent yields with the aid of an efficient electron transfer system, SmI 2- THF-HMPA. The method was successfully applied to the direct conversion of (R, R)-tartrates to (R)-malates.