Enantioselective construction of spirocyclic oxindolic Cyclopentanes by palladium-catalyzed trimethylenemethane-[3+2]-cycloaddition
Enantioselective construction of spirocyclic oxindolic Cyclopentanes by palladium-catalyzed trimethylenemethane-[3+2]-cycloaddition
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DOI：
10.1021/ja075335w
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发表时间：
2007-10-17
影响因子：
15
通讯作者：
Silverman, Steven M.
中科院分区：
文献类型：
--
作者：
Trost, Barry M.;Cramer, Nicolai;Silverman, Steven M.
钯催化的[3+2]三亚甲基甲烷（TMM）环加成反应是一种有效的环戊烷合成方法。在这里，我们报告了一个催化不对称协议的合成螺环吲哚环戊烷在优异的产率和对映体选择性，允许第一次建设多达三个相邻的立体中心。在该过程中，手性配体控制非对映体以及对映体选择性。
The palladium catalyzed [3+2] trimethylenemethane (TMM) cycloaddition is an efficient method for the construction of cyclopentanes. Herein, we report a catalytic asymmetric protocol for the synthesis of spirocyclic oxindolic cyclopentanes in excellent yields and enantioselectivities, allowing for the first time the construction of up to three adjacent stereogenic centers. In this process, the chiral ligand controls the diastereo- as well as enantioselectivity.