title: Asymmetric direct aldol reaction of functionalized ketones catalyzed by amine organocatalysts based on bispidine.
abstract: Organocatalysts containing primary-secondary amine based on bispidine and amino acid have been designed to catalyze the asymmetric direct aldol reaction of functionalized ketones including alpha-keto phosphonates, alpha-keto esters, as well as alpha,alpha-dialkoxy ketones as aldol reaction acceptors. The corresponding products with chiral tertiary alcohols were obtained in moderate to high yields (up to 97%) and high enantioselectivities (up to 98% ee). A theoretical study of transition structures demonstrated that protonated piperidine was important for the reactivity and enantioselectivity of this reaction.
authors.affiliation: Key Laboratory of Green Chemistry & Technology, College of Chemistry, Sichuan University, Chengdu 610064, PR China.
authors.forename: Jie
authors.initials: J
authors.lastname: Liu
authors.forename: Zhigang
authors.initials: Z
authors.lastname: Yang
authors.forename: Zhen
authors.initials: Z
authors.lastname: Wang
authors.forename: Fei
authors.initials: F
authors.lastname: Wang
authors.forename: Xiaohong
authors.initials: X
authors.lastname: Chen
authors.forename: Xiaohua
authors.initials: X
authors.lastname: Liu
authors.forename: Xiaoming
authors.initials: X
authors.lastname: Feng
authors.forename: Zhishan
authors.initials: Z
authors.lastname: Su
authors.forename: Changwei
authors.initials: C
authors.lastname: Hu