School of Chemistry and Molecular Engineering, East China Normal University , 500 Dongchuan Road, Shanghai 200241, P. R. China.
Org Lett. 2017 Oct 6;19(19):5102-5105. doi: 10.1021/acs.orglett.7b02365. Epub 2017 Sep 12.
A novel chiral biamide-phosphine multifunctional catalyst has been developed that mediates the asymmetric intermolecular Michael addition of β-carbonyl esters to β-trifluoromethyl enones and 3-aroyl acrylates in the presence of competing methyl acrylate and the inorganic base. This method provides a facile access to structurally diverse trifluoromethyl and quaternary stereogenic centers with excellent enantioselectivity (up to 99% ee) and good diastereoselectivity (up to 13:1 dr). The addition of the inorganic base (KPO) does not cause the background racemic reaction and enhances the reactivity by serving as a co-catalyst.
一种新型的手性双酰胺-膦多功能催化剂已经被开发出来，它可以介导β-羰基酯与β-三氟甲基烯酮和 3-芳基丙烯酸盐在竞争的甲基丙烯酸酯和无机碱存在下的不对称分子间迈克尔加成。该方法提供了一种简便的途径，以获得具有优异对映选择性（高达 99%ee）和良好的非对映选择性（高达 13:1dr）的结构多样的三氟甲基和季立体中心。无机碱（KPO）的添加不会引起背景外消旋反应，并通过作为共催化剂增强反应性。
