Abstract

A series of bis(dialkylamino)aluminum hydride reagents, which possesses various dialkylamines of different steric environments, has been reported as good reducing agents for the direct conversion of free carboxylic acids to the corresponding aldehydes. 1-3 In continuation of our efforts to explore new reducing agents for such transformation, we prepared cyclic dialkyldiaminoaluminum hydrides (1 and 2) and examined their general reducing action toward various organic functional groups. In the course of a systematic study, we found that these cyclic diaminoaluminum hydrides appear to be the reagents of choice for converting aromatic carboxylic acids to the corresponding aldehydes. Herein, we report such a transformation using newly-devised reducing agents.

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