Highly Enantioselective Direct Michael Addition of Nitroalkanes to Nitroalkenes Catalyzed by Amine-Thiourea Bearing Multiple Hydrogen-Bonding Donors
Highly Enantioselective Direct Michael Addition of Nitroalkanes to Nitroalkenes Catalyzed by Amine-Thiourea Bearing Multiple Hydrogen-Bonding Donors
复制标题
带有多个氢键供体的胺-硫脲催化硝基烷烃与硝基烯烃的高对映选择性直接迈克尔加成
DOI：
10.1021/ol900025b
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发表时间：
2009-03-19
期刊：
影响因子：
5.2
通讯作者：
Wang, Chun-Jiang
中科院分区：
文献类型：
--
作者：
Dong, Xiu-Qin;Teng, Huai-Long;Wang, Chun-Jiang
通过带有多个氢键供体的手性双官能团胺 - 硫脲催化剂，实现了硝基烷烃对硝基烯烃的高度非对映选择性和对映选择性的迈克尔加成反应。该催化体系在广泛的底物范围内表现良好，在温和条件下能以高非对映选择性（高达98:2）和优异的对映选择性（高达99% ee）提供各种1,3 - 二硝基化合物。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起着重要作用。
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.