Volume 27, Issue 16
Preparative Organic Chemistry
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ChemInform Abstract: Methyl Carboxymethylenation of Alcohols via Dehydrative Alkylation.

J. YU

J. YU

Dep. Mol. Gen. Parm., Univ. Tex. Southwest. Med. Cent., Dallas, TX 75235, USA

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J.-Y. LAI

J.-Y. LAI

Dep. Mol. Gen. Parm., Univ. Tex. Southwest. Med. Cent., Dallas, TX 75235, USA

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J. R. FALCK

J. R. FALCK

Dep. Mol. Gen. Parm., Univ. Tex. Southwest. Med. Cent., Dallas, TX 75235, USA

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First published: April 16, 1996

Abstract

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ChemInform Abstract

A variety of functionalized alcohols undergoes a dehydrative alkylation reaction in a simple, efficient and stereocontrolled manner with methyl phenylsulfonylacetate (II) under modified Mitsunobu conditions to form the adducts shown. A Mg-mediated desulfonylation of some of the products leads to two-carbon elongated methyl carboxylates.

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