Tetrahedron

Stereoselective reduction of 2-methyl-3-oxo esters (or amides) with sodium borohydride catalyzed by manganese (II) chloride or tetrabutylammonium borohydride. A …

M Taniguchi, H Fujii, K Oshima, K Utimoto

Index: Taniguchi, Masahiko; Fujii, Hideaki; Oshima, Koichiro; Utimoto, Kiitiro Tetrahedron, 1993 , vol. 49, # 48 p. 11169 - 11182

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Citation Number: 47

Abstract

erythro-3-Hydroxy-2-methylpropionates or erythro-3-hydroxy-2-methylpropionamides were prepared with high stereoselectivity by NaBH4 reduction of the corresponding 2-methyl-3- oxo esters or 2-methyl-3-oxo amides in the presence of a catalytic amount of manganese (II) chloride. On the other hand, reduction of these substrates with n-Bu4NBH4 provided threo- isomers selectively. erythro-Selective reduction of 2-methyl-3-oxo amides with NaBH3CN ...

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