Ammonia, with acyl

THE REACTION OF AMMONIA WITH ACYL ESTERS OF CARBOHYDRATE S ... 

In Tables III and IV, the yields and properties of the products isolated from the reaction of ammonia with acylated mono- and disaccharides are listed. 

Derivatives Isolated from the Reaction of Ammonia with Acylated Monosaccharides... 

Gelpi, Maria E., and Cadenas, Raul A., The Reaction of Ammonia with Acyl Esters of Carbohydrates, 31, 81-134... 

Amides are readily prepared by acylation of ammonia and amines with acyl chlorides acid anhydrides or esters... 

The use of ethylene adduct lb is particularly important when the species added to activate catalyst la is incompatible with one of the reaction components. Iridium-catalyzed monoallylation of ammonia requires high concentrations of ammonia, but these conditions are not compatible with the additive [Ir(COD)Cl]2 because this complex reacts with ammonia [102]. Thus, a reaction between ammonia and ethyl ciimamyl carbonate catalyzed by ethylene adduct lb produces the monoallylation product in higher yield than the same reaction catalyzed by la and [Ir(COD)Cl]2 (Scheme 27). Ammonia reacts with a range of allylic carbonates in the presence of lb to form branched primary allylic amines in good yield and high enantioselectivity (Scheme 28). Quenching these reactions with acyl chlorides or anhydrides leads to a one-pot synthesis of branched allylic amides that are not yet directly accessible by metal-catalyzed allylation of amides. 

REACTION OF AMMONIA WITH CARBOHYDRATE ACYL ESTERS 83... 

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