Applications of allylamines for the syntheses of aza-heterocycles

Sequential Two‐Step Stereoselective Amination of Allylic Alcohols through the Combination of Laccases and Amine Transaminases

“…The chemical preparation of allylic amines has traditionally attracted great attention, due to the presence of this motif in numerous biologically active and natural products . In addition, their versatility in chemical synthesis has been widely demonstrated by their multiple applications for the preparation of valuable nitrogen‐containing organic compounds . In this context, the stereoselective synthesis of (3 E )‐4‐arylbut‐3‐en‐2‐amine derivatives is particularly challenging, with a series of metal‐catalysed methodologies including kinetic resolutions through acylation and alkylation processes, or asymmetric synthesis based on Claissen rearrangement, dehydroxybenzotriazolylation, hydrogenation, hydroamination, alkenylation, and azidation of allylic esters, among others, having been described.…”

Multimetallic Complexes and Functionalized Nanoparticles Based on Unsymmetrical Dithiocarbamate Ligands with Allyl and Propargyl Functionality

“…Further details on the structural determination are provided in the Structural Discussion section. 113.51 (9).…”

Dual Palladium(II)/Tertiary Amine Catalysis for Asymmetric Regioselective Rearrangements of Allylic Carbamates

“…Enantiopure a-branched allylic amines are employed as highvalue buildingb locks fort echnical scale applications [1] because the synthetically versatile amino and olefin functionalities allow for an umber of subsequent synthetic manipulations. For that reason chirala llylic aminesh ave also been used in al arge number of natural products yntheses, [2] for as traightforward access towards N-containing chiral heterocycles [3] as well as aor b-aminoa cids. [4] In addition, allylic amines have been described as peptideisosters with potentialb iological activity.…”

“…[5] As ar esult of the synthetic utility of chiral enantiopurea llylic amines,anumber of catalytic methods have been developed for the enantioselective preparation including allylic substitutions, [6] 1,2-additions of appropriate nucleophiles to imines, [7] hydrogenations of dienamines, [8] hydroaminationso fa llenes [9] and severalt ypes of rearrangements. The latter include [1,3]-, [10] [2,3]- [11] and [3,3]-rearrangements. [12] Predominantly allylic imidate substrates 5 (see Scheme 1, dashed box) in combination with carbophilic Lewis acids have been employed for enantioselective [3,3]-rearrangements.…”