A Simple and Highly Selective Biomimetic Oxidation of Alcohols with Hypervalent Iodine(III) Reagent Catalyzed by β-Cyclodextrin in Water

A simple, mild and highly efficient biomimetic oxidation of alcohols to the corresponding aldehydes or ketones with hypervalent iodine(III) reagent catalyzed by β-cyclodextrin was reported. β-cyclodextrin serves as a biological catalyst to enhance the reaction remarkably. The oxidation proceeded in...

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Bibliographic Details
Published in:Catalysis letters 2011-04, Vol.141 (4), p.582-586
Main Authors: Zhu, Chenjie, Wei, Yunyang
Format: Article
Language:English
Subjects:
Alcohol
Alcohols
Aldehydes
Biomimetics
Carboxylic acids
Catalysis
Chemical properties
Chemical tests and reagents
Chemistry
Chemistry and Materials Science
Cyclodextrins
Industrial Chemistry/Chemical Engineering
Iodine
Ketones
Organic acids
Organometallic Chemistry
Oxidation
Oxidation-reduction reaction
Physical Chemistry
Reagents
Selectivity
Transition metal compounds
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Summary:A simple, mild and highly efficient biomimetic oxidation of alcohols to the corresponding aldehydes or ketones with hypervalent iodine(III) reagent catalyzed by β-cyclodextrin was reported. β-cyclodextrin serves as a biological catalyst to enhance the reaction remarkably. The oxidation proceeded in water to afford aldehydes or ketones in excellent yields and high selectivity without remarkable over-oxidation to carboxylic acids. Selective oxidation of primary alcohols in the presence of secondary alcohols was also achieved. A possible mechanism for the oxidation was proposed. Graphical Abstract
ISSN:1011-372X
1572-879X
DOI:10.1007/s10562-011-0545-y