Dong Xiu-Qin, Teng Huai-Long, Wang Chun-Jiang
College of Chemistry and Molecular Sciences, Wuhan University, Hubei 430072, China.
Org Lett. 2009 Mar 19;11(6):1265-8. doi: 10.1021/ol900025b.
A highly diastereoselective and enantioselective Michael addition of nitroalkanes to nitroalkenes has been achieved by chiral bifunctional amine-thiourea catalyst bearing multiple hydrogen-bonding donors. This catalytic system performs well over a broad scope of substrates, furnishing various 1,3-dinitro compounds in high diastereoselectivity (up to 98:2) and excellent enantioselectivity (up to 99% ee) under mild conditions. Multiple hydrogen bonding donors play a significant role in accelerating reactions, improving diastereoselectivities and enantioselectivities.
通过带有多个氢键供体的手性双功能胺-硫脲催化剂，实现了硝基烷烃与硝基烯烃的高度非对映选择性和对映选择性迈克尔加成反应。该催化体系在广泛的底物范围内表现良好，在温和条件下可提供各种1,3-二硝基化合物，具有高非对映选择性（高达98:2）和优异的对映选择性（高达99% ee）。多个氢键供体在加速反应、提高非对映选择性和对映选择性方面发挥着重要作用。
