Novel cyclic beta-aminophosphonate derivatives as efficient organocatalysts for the asymmetric Michael addition reactions of ketones to nitrostyrenes

作者:Widianti Triana; Hiraga Yoshikazu*; Kojima Satoshi; Abe Manabu
来源:Tetrahedron: Asymmetry , 2010, 21(15): 1861-1868.
DOI:10.1016/j.tetasy.2010.05.049

摘要

Three novel catalysts based upon cyclic beta-aminophosphonate derivatives 1-3 were designed to catalyze the asymmetric Michael addition reactions of ketones to p-nitrostyrenes. Among the catalysts that have been prepared in this study, cyclic beta-aminophosphonic acid monoethylester 3 showed the highest catalytic ability, giving the corresponding Michael adduct in good yields, high enantioselectivities (up to 92% ee), and high diastereoselectivities (syn:anti up to 95:5).

  • 出版日期2010-8-4