Frustrated Lewis Pair (FLP)-Catalyzed Hydrogenation of Aza-Morita–Baylis–Hillman Adducts and Sequential Organo-FLP Catalysis
作者:Imtiaz Khan、Mattia Manzotti、Graham J. Tizzard、Simon J. Coles、Rebecca L. Melen、Louis C. Morrill
DOI:10.1021/acscatal.7b03077
日期:2017.11.3
Herein we report the metal-free diastereoselective frustrated Lewis pair (FLP)-catalyzed hydrogenation of aza-Morita–Baylis–Hillman (aza-MBH) adducts, accessing a diverse range of stereodefined β-amino acid derivatives in excellent isolated yields (28 examples, 89% average yield, up to 90:10 d.r.). Furthermore, sequential organo-FLP catalysis has been developed. An initial organocatalyzed aza-MBH reaction
本文中,我们报告了无金属的非对映选择性沮丧路易斯对(FLP)催化的aza-Morita-Baylis-Hillman(aza-MBH)加合物的加氢反应,以优异的分离产率获得了各种立体定义的β-氨基酸衍生物(28个例子,平均产量为89%,最高可达90:10 dr)。此外,已经开发了顺序有机FLP催化。最初的有机催化的aza-MBH反应,然后原位FLP形成和缺电子的α,β-不饱和羰基化合物的氢化反应,可以在两个反应步骤中使用DABCO作为Lewis碱一锅进行。