122485-48-7Relevant academic research and scientific papers
Asymmetric Synthesis Using Chiral Acetals: Highly Diastereoselective Addition of Organocerium Reagents to Chiral α-Aldoxime-Ether Acetal
Fujioka, Hiromichi,Fuji, Masahiro,Okaichi, Yoshihiko,Yoshida, Takayuki,Annoura, Hirokazu,et al.
, p. 602 - 605 (2007/10/02)
Nucleophilic addition of organometallic reagents to the chiral α-aldoxime-ether acetal (1) was studied.Among the reagents, organocerium reagents showed higher reactivity and stereoselectivity, giving the N-oxygenated chiral amine derivatives (6Aa-c) in a highly diastereoselective manner, whereas Grignard and organolithium reagents afforded no 6.As an application of the reaction, the synthesis of (-)-N-acetylamphetamine (11) was achieved.
