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Direct formation of esters and amides from carboxylic acids using diethyl chlorophosphate in pyridine

โœ Scribed by James McNulty; Venkatesan Krishnamoorthy; Al Robertson


Book ID
104095762
Publisher
Elsevier Science
Year
2008
Tongue
French
Weight
197 KB
Volume
49
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


An efficient method involving pyridine activation of the carboxylate-phosphate anhydride pathway is described resulting in a direct synthesis of esters from carboxylic acids and alcohols, as well as in the formation of useful amide and peptide derivatives. The reaction proceeds with retention of configuration with both chiral secondary alcohols and a-amino acid derivatives. Ester and amide products can be isolated directly in high yield due to the water soluble nature of the side products.


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