Department of Applied Chemistry, China Agricultural University , Beijing 100193, P. R. China.
State Key Laboratory and Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University , Tianjin 300071, China.
Org Lett. 2016 Mar 18;18(6):1302-5. doi: 10.1021/acs.orglett.6b00239. Epub 2016 Mar 3.
An enantioselective synthesis of pharmaceutically important spirobarbiturates has been achieved via spirocyclic chiral phosphine-catalyzed asymmetric [4 + 2] annulation of barbiturate-derived alkenes with allenoates. With the use of this tool, various spirobarbiturate-cyclohexenes are obtained in good to excellent yields with excellent diastereo- and enantioselectivities. A wide range of α-substituted allenoates and barbiturate-derived alkenes were tolerated.
通过手性螺环膦催化的巴比特酸盐衍生烯烃与丙二烯酸酯的不对称[4+2]环加成反应，实现了具有重要药物意义的手性螺环巴比妥酸盐的对映选择性合成。使用该工具，可以以良好到优异的产率和出色的非对映选择性和对映选择性获得各种螺环巴比妥酸环己烯。广泛的α-取代丙二烯酸酯和巴比特酸盐衍生烯烃都可以被容忍。
