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Communication | Regular issue | Vol 41, No. 1, 1995, pp.17-20
Published online, 1st January, 1970
DOI: 10.3987/COM-94-6933
Reduction of Aromatic Ketones into Methylenes Using Triethylsilane and Titanium Tetrachloride. Synthesis of 2-Aminobutanoic Acids

Michihisa Yato, Koichi Homma, and Akihiko Ishida*

*Organic Chemistry Research Laboratory, Tanabe Seiyaku Co., Ltd., 2-2-50, Kawagishi, Toda, Saitama 335, Japan

Abstract

Several N-protected 2-aminobutanoic acids (3) with aromatic or heteroaromatic ring at their terminal position were prepared in good yields by reduction of the corresponding ketones (1) with triethylsilane (Et3SiH) in the presence of titanium tetrachloride (TiCl4). The reduction proceeded without racemization and was successfully applied to the synthesis of optically active 2-aminobutanoic acids (6).