Catalytic asymmetric synthesis with Rh-diene complexes: 1,4-addition of arylboronic acids to unsaturated esters
Catalytic asymmetric synthesis with Rh-diene complexes: 1,4-addition of arylboronic acids to unsaturated esters
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DOI：
10.1021/ol051533l
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发表时间：
2005-08-18
期刊：
影响因子：
5.2
通讯作者：
Carreira, EM
中科院分区：
文献类型：
--
作者：
Paquin, JF;Stephenson, CRJ;Carreira, EM
提出了一种制备对映体富集的3，3-二芳基丙酸叔丁酯的一般方法。这些有用的结构单元是通过在手性二烯作为配体的存在下芳基硼酸与不饱和叔丁基酯的不对称铑催化共轭加成来制备的。贫电子和富电子硼酸的加入与各种烯酸酯以63-90%的产率顺利进行，具有高对映选择性（89- 94%ee）。
A general route to enantioenriched tert-butyl 3,3-diarylpropanoates is presented. These useful building blocks are prepared via an asymmetric rhodium-catalyzed conjugate addition of arylboronic acids to unsaturated tert-butyl esters in the presence of chiral dienes as ligands. The addition of both electron-poor and electron-rich boronic acids proceeds smoothly with various enoates in 63-90% yield with high enantioselectivites (89-94% ee).