A novel and efficient biomimetic hydrolysis of oxiranes to 1, 2-diols catalysed by β-Cyclodextrin in water under neutral conditions

MA Reddy, LR Reddy, N Bhanumathi…

Index: Reddy, M. Anjun; Reddy, L. Rajender; Bhanumathi, N.; Rao, K. Rama Organic Preparations and Procedures International, 2002 , vol. 34, # 5 p. 537 - 540

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Abstract

The yields are nearly quantitative and only catalytic amount (0.1 mole per mole of the substrate) of cyclodextrin is required. No optical induction was observed in the products. These reactions do not take place in the absence of CD. Here, the role of CD appears to be to activate the epoxide by supramolecular catalysis through the formation of hydrogen bonds. Though these reactions are also catalysed by a-CD, p-CD is the preferred catalyst ...