在β-环糊精存在下用二亚硫酸钠立体选择性还原薄荷酮

Q4 Chemical Engineering

分子催化 Pub Date : 1994-10-27 DOI:10.1016/0304-5102(94)00129-4

Ramaswamy Ravichandran, Soundar Divakar

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引用次数: 6

摘要

研究了β-环糊精(BCD)及其甲基衍生物和聚合物衍生物对薄荷酮立体选择性还原反应的影响。研究发现，该反应的显著特征是产率和外旋醇比例的改变。在七甲基-2,6-二- o -甲基-β-环糊精(DMBCD)存在下，薄荷酮在水溶液中的还原率显著提高到68%(从10%)，使薄荷醇/薄荷醇的比例达到1:25 .5。水溶液DMF(1:1)作为溶剂，使收率从水中的14.0%提高到BCD存在下的76%，薄荷醇/薄荷醇比为1:6 .6。在相转移条件下，DMBCD在水-苯混合物中的产率为82.0%，具有良好的立体选择性，而在没有相转移催化剂的情况下，产率为47.0%。

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Stereoselective reduction of menthone with sodium dithionite in the presence of β-cyclodextrin

The effect of β-cyclodextrin (BCD) and its methyl and polymer derivatives on the stereoselective reduction of menthone was studied. Modification of the yield and the proportion of epimeric alcohols formed were found to be the salient features of this reaction. Reduction of menthone in aqueous solution in presence of heptakis-2,6-di-O-methyl-β-cyclodextrin (DMBCD) remarkably enhanced the yield to 68% (from 10%) resulting in a menthol/neomenthol ratio of 1:2.5. Aqueous DMF (1:1) as the solvent increased the yield from 14.0% in water to 76% in the presence of BCD, the menthol/neomenthol ratio being 1:3.6. Under phase transfer condition, DMBCD in water—benzene mixture gave 82.0% yield along with a good stereoselectivity compared to 47.0% in the absence of a phase transfer catalyst.

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来源期刊

分子催化 Chemical Engineering-Catalysis

CiteScore

1.50

自引率

0.00%

发文量

2959

期刊介绍： Journal of Molecular Catalysis (China) is a bimonthly journal, founded in 1987. It is a bimonthly journal, founded in 1987, sponsored by Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, under the supervision of Chinese Academy of Sciences, and published by Science Publishing House, which is a scholarly journal openly circulated both at home and abroad. The journal mainly reports the latest progress and research results on molecular catalysis. It contains academic papers, research briefs, research reports and progress reviews. The content focuses on coordination catalysis, enzyme catalysis, light-ribbed catalysis, stereochemistry in catalysis, catalytic reaction mechanism and kinetics, the study of catalyst surface states and the application of quantum chemistry in catalysis. We also provide contributions on the activation, deactivation and regeneration of homogeneous catalysts, solidified homogeneous catalysts and solidified enzyme catalysts in industrial catalytic processes, as well as on the optimisation and characterisation of catalysts for new catalytic processes. The main target readers are scientists and postgraduates working in catalysis in research institutes, industrial and mining enterprises, as well as teachers and students of chemistry and chemical engineering departments in colleges and universities. Contributions from related professionals are welcome.