Aldehydes can react with secondary amines to give α-amino acetals via the α-amination of aliphatic aldehydes catalyzed by iodine. The presence of an asymmetric hydroxylated center at the γ-position of the aldehyde was found to induce the stereoselective amino group. This method represents a stereoselective α-amination of γ-hydroxyaldehydes for the synthesis of syn-γ-hydroxy-α-amino acetals in g...

C-H bonds are ubiquitous structural units of organic molecules. Although these bonds are generally considered to be chemically inert, the recent emergence of methods for C-H functionalization promises to transform the way synthetic chemistry is performed. The intermolecular amination of C-H bonds represents a particularly desirable and challenging transformation for which no efficient, highly s...

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...

Pd-catalyzed amination of isomeric 2,6-, 2,8-, 4,8- and 4,7-dichloroquinolines was studied using adamantane-containing amines in which substituents at the nitrogen atom differ in bulkiness. The selectivity of the amination of 2,6-dichloroquinoline was very low, substantially better results were obtained with 2,8-dichloroquinoline, and 4,8- and 4,7-dichloroquinolines provided the best yields of...

Many amino compounds show biologically interesting activities and have been synthesized using a variety of synthetic methods. In general, there are several methods widely used to synthesize amines, which include 1) reduction of nitrogen-containing functional groups such as nitro or cyano groups, and 2) nucleophilic amination, by which carbon electrophiles are reacted with nitrogen nucleophiles ...

Low molecular weight amphiphilic derivatives of chitosan were synthesized, characterized and their antifungal activities against Aspergillus flavus and Aspergillus parasiticus were tested. The derivatives were synthesized using as starting material a deacetylated chitosan sample in a two step process: the reaction with propyltrimethyl-ammonium bromide (Pr), followed by reductive amination with ...

Dioxygen-coupled oxidative amination of olefins is an attractive, but challenging, catalytic transformation. The present work describes the first general method for intermolecular oxidative amination of aryl olefins with molecular oxygen as the stoichiometric oxidant. This palladium-catalyzed reactivity is compatible with several different nitrogen nucleophiles, including oxazolidinone, phthali...

To obtain different amino acids with varying lipophilicity and that can carry up to three positive charges we have developed a number of new triamino acid building blocks. One set of building blocks was achieved by aminoethyl extension, via reductive amination, of the side chain of ortnithine, diaminopropanoic and diaminobutanoic acid. A second set of triamino acids with the aminoethyl extensio...

We recently demonstrated that variants of cytochrome P450BM3 (CYP102A1) catalyze the insertion of nitrogen species into benzylic C-H bonds to form new C-N bonds. An outstanding challenge in the field of C-H amination is catalyst-controlled regioselectivity. Here, we report two engineered variants of P450BM3 that provide divergent regioselectivity for C-H amination-one favoring amination of benz...