Paquin Jean-François, Stephenson Corey R J, Defieber Christian, Carreira Erick M
Laboratorium für Organische Chemie, ETH Hönggerberg, HCI H335, 8093 Zürich, Switzerland.
Org Lett. 2005 Aug 18;7(17):3821-4. doi: 10.1021/ol051533l.
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). [reaction: see text]
本文介绍了一种制备对映体富集的叔丁基3,3-二芳基丙酸酯的通用方法。这些有用的结构单元是在手性二烯作为配体存在的情况下,通过铑催化芳基硼酸对不饱和叔丁基酯的不对称共轭加成反应制备的。贫电子和富电子硼酸与各种烯酸酯的加成反应均顺利进行,产率为63-90%,对映选择性高(89-94% ee)。[反应:见正文]