Asymmetric Induction by β-Cyclodextrins in NaBH4 Reduction of Ketones

被引：1
作者：
Kwanghee Koh Park
Woo-Jeon Sim
Joon Woo Park
机构：
[1] Chungnam National University,Department of Chemistry
[2] Ewha Womans University,Department of Chemistry
来源：
Journal of inclusion phenomena and molecular recognition in chemistry | 1997年 / 27卷
关键词：
reduction; β-cyclodextrin; asymmetric induction; sodium borohydride; enantioselectivity;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
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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页码：41 / 48
页数：7
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