title: Highly diastereoselective strecker reaction of enolizable aliphatic sulfinimines.
abstract: The reaction of chiral sulfinimines 1c-g derived from aliphatic aldehydes with TMSCN in the presence of CsF gave alpha-amino nitriles in high diastereoselectivity and yield. alpha,beta-Diamino acid derivatives were also obtained in high diastereoselectivity from the reaction of 2-aziridinesulfinimines 1h and 1i followed by ring-opening of the products with thiophenol. The presence of hydrogen at the alpha-position of the C=N double bond is crucial in this TMSCN addition reaction.
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China.
authors.forename: Bin-Feng
authors.initials: BF
authors.lastname: Li
authors.forename: Ke
authors.initials: K
authors.lastname: Yuan
authors.forename: Ming-Jie
authors.initials: MJ
authors.lastname: Zhang
authors.forename: Hao
authors.initials: H
authors.lastname: Wu
authors.forename: Li-Xin
authors.initials: LX
authors.lastname: Dai
authors.forename: Quan Rui
authors.initials: QR
authors.lastname: Wang
authors.forename: Xue-Long
authors.initials: XL
authors.lastname: Hou