N-Benzoyl-4-dimethylaminopyridinium Chloride: A Lewis Base Adduct for Efficient Poly and Monobenzoylation

摘要

N-benzoyl-4-dimethylaminopyridinium chloride DMAPBzCl-+(-) was efficiently employed for polybenzoylation of triols and tetrols without epimerization and elimination products. This Lewis base adduct has also been employed for regioselective monobenzoylation of polyols obtained from D-pentoses. Further an eco-friendly monobenzoylation of phenols, amines and alcohols was achieved in water as a solvent without using a base and chromatographic purification of the products. Chemoselective monobenzoylation and recovery of the DMAP is an added advantage of our protocol.