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7.1.7 Product Subclass 7: Aluminum Amides

DOI: 10.1055/sos-SD-007-00171

Ooi, T.; Maruoka, K.Science of Synthesis, (20047225.

General Introduction

Aluminum amides are utilized as selective, yet powerful, amination agents for esters, lactones, epoxides, and nitriles, giving amides, amino alcohols, and amidines, respectively. Certain sterically hindered aluminum amides behave as selective deprotonation agents for epoxy and acetal functionalities with concomitant ring-opening reactions. Among sterically hindered aluminum amides, diethylaluminum 2,2,6,6-tetramethylpiperidide (DATMP) is the most efficient for regioselective deprotonation.