We have used benzoyl and acetyl chlorides in the same reaction
(POE) conditions. The reaction with benzoyl chloride is found
to be unsuccessful, whereas with acetyl chloride the reaction
follows the same order as pivaloyl chloride.
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In summary, we have developed a simple and efficient protocol
for protective opening of epoxide (POE) without using any cat-
alyst under solvent-free conditions and also the preparation of
vic-halohydrins in aqueous media under catalyst-free conditions
by using Piv-X. The POE is well warranted in synthetic organic
chemistry because this method eliminates the use of hazardous,
volatile organic solvents and expensive catalysts. Furthermore,
this new protocol offers several advantages including improved
yields, and simple experimental procedure. The present method-
ology is environmentally benign and also useful in synthesis of
biologically active natural products and carbohydrate chemistry.
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Acknowledgements
The authors are thankful to CSIR, New Delhi for the financial
support and thankful to the Director, IICT for his constant
encouragements.
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The Royal Society of Chemistry 2011
Green Chem., 2011, 13, 2704–2707 | 2707
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