A One Pot Procedure for the Synthesis of ?-Hydroxyamides from the Corresponding ?-Hydroxyacids
- 1 March 1992
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 22 (6) , 859-869
- https://doi.org/10.1080/00397919208020850
Abstract
α-Hydroxyamides are synthesized from the cooresponding α-hydroxyacids by generation of the bis-trimethylsilyl derivative and treating it with oxalyl chloride. Following addition of the appropriate amine, the TMS ether is hydrolyzed in the workup to provide the desired α-hydroxyamide. As summarized in Table I, this reaction has proven to be general and compatible with chiral α-hydroxyacids affording the desired α-hydroxyamides in excellent yield (77–99%).Keywords
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