手性二烯-铑催化剂用于3,3-二芳基丙醛的不对称合成。
Asymmetric synthesis of 3,3-diarylpropanals with chiral diene-rhodium catalysts.
作者信息
Paquin Jean-François, Defieber Christian, Stephenson Corey R J, Carreira Erick M
机构信息
Laboratorium für Organische Chemie, ETH Hönggerberg, CH-8093 Zürich, Switzerland.
出版信息
J Am Chem Soc. 2005 Aug 10;127(31):10850-1. doi: 10.1021/ja053270w.
A general route to enantioenriched 3,3-diarylpropanals is presented. These useful building blocks are prepared via an asymmetric rhodium-catalyzed conjugate addition of arylboronic acids to cinnamaldehyde derivatives in the presence of chiral dienes. The addition of both electron-poor as well as electron-rich boronic acids proceeds smoothly with various enals in 63-90% yield with high enantioselectivities (89-93% ee).
本文介绍了一种制备对映体富集的3,3-二芳基丙醛的通用方法。这些有用的结构单元是在手性二烯存在下，通过芳基硼酸对肉桂醛衍生物进行不对称铑催化的共轭加成反应制备的。贫电子和富电子硼酸与各种烯醛的加成反应均顺利进行，产率为63-90%，对映选择性高（89-93% ee）。
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