Asymmetric Synthesis of <i>N</i> ‐Substituted α‐Amino Esters from α‐Ketoesters via Imine Reductase‐Catalyzed Reductive Amination

Formal asymmetric biocatalytic reductive amination.

Synthesis of chiral sultams via palladium-catalyzed intramolecular asymmetric reductive amination.

A novel palladium-catalyzed intramolecular reductive amination of ketones with weakly nucleophilic sulfonamides has been developed in the presence of a Brønsted acid, giving a wide range of chiral γ-, δ-, and ε-sultams in high yields and up to 99% of enantioselectivity.

Protecting-group-free synthesis of amines: synthesis of primary amines from aldehydes via reductive amination.

New methodology for the protecting-group-free synthesis of primary amines is presented. By optimizing the metal hydride/ammonia mediated reductive amination of aldehydes and hemiacetals, primary amines were selectively prepared with no or minimal formation of the usual secondary and tertiary amine byproduct. The methodology was performed on a range of functionalized aldehyde substrates, includi...

Highly enantioselective hydrogen-transfer reductive amination: catalytic asymmetric synthesis of primary amines.

Optically active amines are attracting increasing interest in the food, agrochemical, and pharmaceutical industries as building blocks for novel compounds and as templates for asymmetric synthesis. One of the most common methods for preparing amines is the reductive amination of carbonyl compounds. We have successfully explored the rhodiumcatalyzed asymmetric reductive amination with hydrogen a...

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...