Mitsunobu acylation of sterically congested secondary alcohols by N,N,N′,N′-tetramethylazodicarboxamide-tributylphosphine reagents

Add time:07/31/2019    Source:sciencedirect.com

Four secondary alcohols of different steric environment reacted with five carboxylic acids of different acidity in the presence of N,N,N′,N′-tetramethylazodicarboxamide and tributylphosphine to give the corresponding epi-esters in better yield than with diethyl azodicarboxylate-triphenylphosphine in most cases. Of special merit is the combination of the new reagent system with p-methoxybenzoic acid to achieve complete inversion of sterically congested secondary alcohols.

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