The stereo-differentiating (asymmetric) hydrogenation of the C=O double bond with a modified nickel catalyst. XXXV. A facile method for the preparation of optically pure .BETA.-diols.

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概要

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• The hydrogenation of RCOCH<SUB>2</SUB>COR over a Raney nickel catalyst modified with a mixture of tartaric acid and NaBr gave (<I>R</I><SUP>*</SUP>, <I>R</I><SUP>*</SUP>-RCH(OH)CH<SUB>2</SUB>CH(OH)R selectively with a high optical purity. The substrates with R=CH<SUB>3</SUB>–, CH<SUB>3</SUB>CH<SUB>2</SUB>–, CH<SUB>3</SUB>CH<SUB>2</SUB>CH<SUB>2</SUB>–, CH<SUB>3</SUB>(CH<SUB>2</SUB>)<SUB>4</SUB>CH<SUB>2</SUB>–, and Ph– were employed in this study. In all cases, the recrystallization of the hydrogenation product gave an optically pure (<I>R</I><SUP>*</SUP>,<I>R</I><SUP>*</SUP>)-isomer which was free from the (<I>R</I><SUP>*</SUP>,<I>S</I><SUP>*</SUP>)-isomer.

• 公益社団法人 日本化学会の論文

著者

• Tai Akira

  Institute For Protein Research Osaka University

• Harada Tadao

  Institute for Protein Research, Osaka University

• Ito Kazuhisa

  Institute for Protein Research, Osaka University

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• Stereochemical investigation on asymmetrically modified Raney nickel catalyst. Mode of interaction between modifying reagent and substrate in the enantioface-differentiating process.

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