Amination

Transamination and Reductive Amination

Æ-Keto acids can be reductively aminated to Æ-amino acids via amino acid dehydrogenase catalysis, with NAD(P)H as cofactor. The nitrogen source for the amine functionality is ammonia, the least expensive source. Regeneration of the co-factor NAD(P)+ back to NAD(P)H is required for synthesis and is commonly afforded via formate dehydrogenase catalyzed oxidation of formate to carbon dioxide or gl...

DNA-catalyzed reductive amination.

Deoxyribozymes are particular DNA sequences that have catalytic ability, analogous to protein enzymes as functional amino acid sequences. The discovery of natural RNA enzymes (ribozymes) spurred the search for artificial deoxyribozymes, which are identified by in vitro selection. Most deoxyribozyme-catalyzed reactions involve phosphodiester bond cleavage or ligation, although other reactions su...

Enantioselective organocatalytic reductive amination.

The first enantioselective organocatalytic reductive amination reaction has been accomplished. The development of a new chiral phosphoric acid catalyst has provided a convenient strategy for the enantioselective construction of protected primary amines and provided a highly stereoselective method for the reductive amination of heterocyclic amines. A diverse spectrum of ketone and amine substrat...

The intramolecular amination of allenes.

Rhodium-bound nitrenoids are trapped by tethered allenes generating acyloxy-enamines, aminocyclopropanes, and methylene aziridines. The aminocyclopropanes undergo substitution of the acetoxy group by a variety of nucleophiles.

Regioselective Rhodium-Catalyzed Allylic Amination