title: Highly enantioselective diethylzinc addition to imines employing readily available N-monosubstituted amino alcohols.
abstract: An easily accessible chiral ligand 3c, which promoted diethylzinc addition to imines with 96-98% ee, has been found by finely screening N,N-disubstituted and N-monosubstituted amino alcohols. N-monosubstituted amino alcohols, on average, gave slightly higher enantioselectivities than their N,N-disubstituted analogues. These results imply that the restricted and rigid structure of amino alcohol is not the absolute requirement for the highly enantioselective dialkylzinc addition to diphenylphosphinoylimines. [structure: see text]
authors.affiliation: Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China.
authors.forename: Hai-Le
authors.initials: HL
authors.lastname: Zhang
authors.forename: Xiao-Mei
authors.initials: XM
authors.lastname: Zhang
authors.forename: Liu-Zhu
authors.initials: LZ
authors.lastname: Gong
authors.forename: Ai-Qiao
authors.initials: AQ
authors.lastname: Mi
authors.forename: Xin
authors.initials: X
authors.lastname: Cui
authors.forename: Yao-Zhong
authors.initials: YZ
authors.lastname: Jiang
authors.forename: Michael C K
authors.initials: MC
authors.lastname: Choi
authors.forename: Albert S C
authors.initials: AS
authors.lastname: Chan
mesh_terms: D000605:Amino Alcohols / Q000737:chemistry*; D007097:Imines / Q000138:chemical synthesis*; D008024:Ligands; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D015032:Zinc / Q000737:chemistry*
chemical_list: D000605:Amino Alcohols; D007097:Imines; D008024:Ligands; D009942:Organometallic Compounds; D015032:Zinc; C454811:diethylzinc