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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 39, 2009 - Issue 14
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Original Articles

Facile and Chemoselective Cleavage of Allyl Carboxylic Ester Utilizing NaBH4 in DMSO

Bharati V. Pawar Center for Advanced Studies, Department of Chemistry, University of Pune, Pune, India
&
Pradeep D. Lokhande Center for Advanced Studies, Department of Chemistry, University of Pune, Pune, IndiaCorrespondence[email protected]
Pages 2445-2453 | Received 01 Jun 2007, Published online: 16 Jun 2009
 
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Abstract

A new method for deprotection of allyl carboxylic ester has been observed by using the inexpensive reagent sodium borohydride in dimethyl sulfoxide (DMSO). Aliphatic and aromatic allyl carboxylic ester undergo deprotection smoothly. The allyl ester group can selectively deprotect better than phenol.

Notes

a Yield of isolated purified product.

a Yield of isolated purified product.

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