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Asymmetric induction by β-cyclodextrins in NaBH4 reduction of ketones

Title
Asymmetric induction by β-cyclodextrins in NaBH4 reduction of ketones
Authors
Park K.K.Sim W.-J.Park J.W.
Ewha Authors
박준우
SCOPUS Author ID
박준우scopusscopus
Issue Date
1997
Journal Title
Journal of Inclusion Phenomena and Molecular Recognition in Chemistry
ISSN
0923-0750JCR Link
Citation
Journal of Inclusion Phenomena and Molecular Recognition in Chemistry vol. 27, no. 1, pp. 41 - 48
Indexed
SCI; SCIE; SCOPUS scopus
Document Type
Article
Abstract
Asymmetric reduction of various prochiral ketones was achieved with sodium borohydride utilizing β-CD or its derivative, mono-6-deoxy-6-[N-(2-aminoethyl)]amino-β-CD (β-CD-en) as a chiral template. It was found that pre-equilibrium between ketone and β-CD derivative and low reaction temperature increase asymmetric induction. The extent of asymmetric induction and the absolute configuration of the resulting secondary alcohols are highly dependent upon the nature of the ketones and also β-CD derivatives. A mechanistic scheme is suggested to explain the dependency.
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자연과학대학 > 화학·나노과학전공 > Journal papers
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