183444-01-1Relevant articles and documents
Chiral Alkyl Amine Synthesis via Catalytic Enantioselective Hydroalkylation of Enecarbamates
Qian, Deyun,Bera, Srikrishna,Hu, Xile
supporting information, p. 1959 - 1967 (2021/02/06)
Chiral alkyl amines are omnipresent as bioactive molecules and synthetic intermediates. The catalytic and enantioselective synthesis of alkyl amines from readily accessible precursors is challenging. Here we develop a nickel-catalyzed hydroalkylation method to assemble a wide range of chiral alkyl amines from enecarbamates (N-Cbz-protected enamines) and alkyl halides with high regio- and enantioselectivity. The method works for both nonactivated and activated alkyl halides and is able to produce enantiomerically enriched amines with two minimally differentiated α-alkyl substituents. The mild conditions lead to high functional group tolerance, which is demonstrated in the postproduct functionalization of many natural products and drug molecules, as well as the synthesis of chiral building blocks and key intermediates to bioactive compounds.
A practical, one-pot multicomponent synthesis of α-amidosulfides and their application as latent N-acylimines in the Friedel-Crafts reaction
George, Nicolas,Bekkaye, Mathieu,Masson, Geraldine,Zhu, Jieping
supporting information; experimental part, p. 3695 - 3699 (2011/09/16)
A novel one-pot, three-component synthesis of N-acyl or N-carbamoyl-α-amidosulfides 4 is described. The three-component reaction of aldehydes 1, primary carbamates (or amides) 2 and phenylsulfinic acid (6a) afforded α-amidosulfones 7, which after addition
Synthesis of allylic and propargylic primary amines by reaction of organometallic reagents with α-amidoalkyl sulfones
Mecozzi, Tiziana,Petrini, Marino
, p. 8970 - 8972 (2007/10/03)
-
