866594-20-9Relevant academic research and scientific papers
NiH-Catalyzed Remote Asymmetric Hydroalkylation of Alkenes with Racemic α-Bromo Amides
Zhou, Fang,Zhang, Yao,Xu, Xianfeng,Zhu, Shaolin
supporting information, p. 1754 - 1758 (2019/01/19)
Reported here is a terminal-selective, remote asymmetric hydroalkylation of olefins with racemic α-bromo amides. The reaction proceeds by NiH-catalyzed alkene isomerization and subsequent alkylation reaction, and can enantioconvergently introduce an unsymmetrical secondary alkyl group from a racemic α-bromo amide onto a terminal C(sp3)?H position along the hydrocarbon chain of the alkene. This mild process affords a range of structurally diverse chiral α-alkylalkanoic amides in excellent yields, and high regio- and enantioselectivities. In addition, the synthetic utility of this protocol is further highlighted by the regioconvergent conversion of industrial raw materials of isomeric olefin mixtures into enantioriched α-alkylalkanoic amides on large scale.
Asymmetric nickel-catalyzed Negishi cross-couplings of secondary α-bromo amides with organozinc reagents
Fischer, Christian,Fu, Gregory C.
, p. 4594 - 4595 (2007/10/03)
A Ni/Pybox catalyst achieves the asymmetric cross-coupling of secondary α-bromo amides with organozinc reagents. The process tolerates a variety of functional groups and affords the desired product in good yield and in high enantiomeric excess. Copyright
