The enantioface-differentiating hydrogenation of the C=O double bond with asymmetrically modified raney nickel. XXXIII. The preparation of (R)- and (S)-1,3-butanediol from 4-hydroxy-2-butanone.

スポンサーリンク

概要

• 論文の詳細を見る

• The enantioface-differentiating hydrogenation of 4-hydroxy-2-butanone (I) to 1,3-butanediol(II) was conducted with asymmetrically modified metal catalysts. Among the modified catalysts examined, Raney nickel modified with a solution containing tartaric acid and NaBr (TA–NaBr–MRNi) gave the best results with respect to the optical and chemical yields. (<I>R</I>)-II, an optical purity of 69% was obtained in a quantitative chemical yield by the use of (<I>R</I>,<I>R</I>)-TA–NaBr–MRNi. (<I>S</I>)-II was also obtained by the use of (<I>S</I>,<I>S</I>)-TA–NaBr–MRNi. A simple method for the preparation of optically pure (<I>S</I>)-and (<I>R</I>)-II from the hydrogenation product was also developed.

• 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

• Murakami Shigeki

  Institute for Protein Research, Osaka University

関連論文

• Affinity Chromatography of a Group Specific Adsorbent for Pyridoxal Phosphate Dependent Enzymes(Biological Chemistry)
• The enantioface-differentiating hydrogenation of the C=O double bond with asymmetrically modified raney nickel. XXXIX Repeated uses of the catalyst in the hydrogenation of 2-alkanones.
• The preparation of optically pure 3-hydroxyalkanoic acid. The enantioface-differentiating hydrogenation of the C=O double bond with modified Raney nickel. XXXVII.
• The enantioface-differentiating hydrogenation of the C=O double bond with asymmetrically modified raney nickel. XXXIII. The preparation of (R)- and (S)-1,3-butanediol from 4-hydroxy-2-butanone.
• Stereochemical studies of the hydrogenation with asymmetrically modified nickel catalysts; the hydrogenation of methyl 2-alkyl-3-oxobutyrate.
• Syntheses of the sex-attractant of pine sawflies.
• 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.
• Stereochemical studies of the hydrogenation with an asymmetrically modified Raney nickel catalyst. The hydrogenation of acetylacetone.
• Stereochemical investigation on asymmetrically modified Raney nickel catalyst. Mode of interaction between modifying reagent and substrate in the enantioface-differentiating process.

スポンサーリンク