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 β-Diols
- 1 November 1980
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 53 (11) , 3367-3368
- https://doi.org/10.1246/bcsj.53.3367
Abstract
The hydrogenation of RCOCH2COR over a Raney nickel catalyst modified with a mixture of tartaric acid and NaBr gave (R*, R*-RCH(OH)CH2CH(OH)R selectively with a high optical purity. The substrates with R=CH3–, CH3CH2–, CH3CH2CH2–, CH3(CH2)4CH2–, and Ph– were employed in this study. In all cases, the recrystallization of the hydrogenation product gave an optically pure (R*,R*)-isomer which was free from the (R*,S*)-isomer.This publication has 3 references indexed in Scilit:
- 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-butanoneBulletin of the Chemical Society of Japan, 1980
- Electrochemical reduction of (+)-(2S,4S)-2,4-dibromopentaneThe Journal of Organic Chemistry, 1973
- The Acylation of Methyl Ketones with Aliphatic Esters by Means of Sodium Amide. Synthesis of β-Diketones of the Type RCOCH2COR1Journal of the American Chemical Society, 1944