Tetrahedron letters

Amide bond formation using an air-stable source of AlMe 3

A Novak, LD Humphreys, MD Walker, S Woodward

Index: Novak, Andrew; Humphreys, Luke D.; Walker, Matthew D.; Woodward, Simon Tetrahedron Letters, 2006 , vol. 47, # 32 p. 5767 - 5769

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Citation Number: 39

Abstract

Synthesis of amides from coupling esters with a range of primary amines can be conveniently achieved in moderate to excellent yields (69–99%) using an air-stable adduct of trimethylaluminium (AlMe3) 2· DABCO (DABCO is 1, 4-diazobicyclo [2.2. 2] octane), referred to as DABAL–Me3. Reactions can be run without requiring the exclusion of atmospheric oxygen or the drying of solvents.

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