Multifunctional chiral phosphines-catalyzed highly diastereoselective and enantioselective substitution of Morita-Baylis-Hillman adducts with oxazolones.
Multifunctional chiral phosphines-catalyzed highly diastereoselective and enantioselective substitution of Morita-Baylis-Hillman adducts with oxazolones.
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DOI：
10.1039/c1ob00017a
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发表时间：
2011-04
影响因子：
3.2
通讯作者：
Yuan-Liang Yang;C. Pei;M. Shi
中科院分区：
文献类型：
--
作者：
Yuan-Liang Yang;C. Pei;M. Shi
多官能手性膦(膦-硫尿型)L2催化的MBH加合物1与恶唑酮2的烯丙基取代反应，在温和的条件下，以良好到极好的产率和ee‘s以及中等到良好的de’s生成相应的光学活性加合物3。讨论了氢键供体中心和亲核中心之间的协同作用，表明微调多功能膦有机催化剂的活性中心是非常重要的。
Multifunctional chiral phosphine (phosphine-thiourea type) L2-catalyzed allylic substitutions of MBH adducts 1 with oxazolones 2 produce the corresponding optically active adducts 3 in good to excellent yields and ee's as well as moderate to good de's under mild conditions. The synergistic interaction between hydrogen bond donor site and nucleophilic site has been discussed, indicating that finely tuning the active sites of the multifunctional phosphine organocatalysts is very important.