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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 25, 1995 - Issue 7
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Original Articles

A Short Way to Esters of 1-Oxyl-2,2,5,5-Tetramethylpyrrolidine-3-carboxylic Acid by Favorski Rearrangement

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Pages 1015-1021 | Received 15 Sep 1994, Published online: 23 Sep 2006
 

Abstract

The reaction of 3-bromo-4-oxo-l-oxyl-2,2,6,6-tetramethylpiperidine (1) with a solid sodium, alkoxide of primary or secondary alcohol provides a short way to prepare ester of 3-carboxy-1-oxyl-2,2,5,5-tetramethylpyrrolidine where the ring contraction from six (1) to five (6a-f) in a Favorski rearrangement occurs.

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