Volume 31, Issue 34
Natural Products
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ChemInform Abstract: An Unusual Side Reaction in the Perallylation of a Glucoside Brought About by Sodium Hydride.

Mike M. K. Boysen

Mike M. K. Boysen

Inst. Org. Chem., Univ. Hamburg, D-20146 Hamburg, Germany

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Thisbe K. Lindhorst

Thisbe K. Lindhorst

Inst. Org. Chem., Univ. Hamburg, D-20146 Hamburg, Germany

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First published: 03 June 2010

Abstract

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ChemInform Abstract

In the case of the Williamson perallylation of the functionalized glucoside (I) an unexpected side product (IV) is formed. Cleavage of the ester and formation of the free carboxylate, induced by the nucleophilic sodium hydride agent, is assumed.

chemical structure image

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