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Ynamide-Mediated Intermolecular Esterification
DOI:10.1021/acs.joc.0c00485.png)
Abstract
En 中文
An ynamide-mediated one-pot, two-step intermolecular esterification via the condensation of carboxylic acids with nucleophilic hydroxyl species was reported. A broad substrate scope with respect to carboxylic acids, alcohols, and phenols was observed. The alpha-acyloxyenamide intermediates formed by the addition of carboxylic acids to ynamides proved to be effective acylating reagents for the esterification of alcohol and phenol derivatives with the assistance of base catalysis. Notably, the racemization of the alpha-chiral center of carboxylic acids can be avoided.
Keywords:
OXIDATIVE CARBONYLATION
COUPLING REAGENTS
TERMINAL ALKYNES
ARYL-ALKYNOATES
ACIDS
CYCLIZATION
ALCOHOLS
CATALYST
SALTS
ALKOXYCARBONYLATION
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