Highly enantioselective Michael addition of cyclopentanone with chalcones via novel di-iminium mechanism.

Highly enantioselective Michael addition of cyclopentanone with chalcones via novel di-iminium mechanism.
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DOI:
10.1039/b915852a
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发表时间:
2010-03
影响因子:
4.9
通讯作者:
Junfeng Wang;Xin Wang;Z. Ge;T. Cheng;Runtao Li
Junfeng Wang;Xin Wang;Z. Ge;T. Cheng;Runtao Li
中科院分区:
化学2区
文献类型:
--
作者:
Junfeng Wang;Xin Wang;Z. Ge;T. Cheng;Runtao Li

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采用一种简单易行的手性1,2-二氨基环己烷-己二酸催化了环戊酮与查尔酮的高效非对称Michael加成反应,反应收率高达92%,对映选择性高达99% ee。提出了一种新的二胺反应机理。
The highly efficient asymmetric Michael addition reactions of cyclopentanone with chalcones were catalyzed by a simple and commercially available chiral 1,2-diaminocyclohexane-hexanedioic acid, and exhibited good yields (up to 92%) and excellent enantioselectivities (up to 99% ee). A new di-iminium mechanism for the reaction was proposed.