A Highly Enantioselective Catalytic Mannich Reaction of Indolenines with Ketones

A Highly Enantioselective Catalytic Mannich Reaction of Indolenines with Ketones
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假吲哚与酮的高对映选择性催化曼尼希反应

DOI:
10.1002/adsc.201300161
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发表时间:
2013-06-01
影响因子:
5.4
通讯作者:
Tian, Shi-Kai
Tian, Shi-Kai
中科院分区:
化学2区
文献类型:
--
作者:
Cheng, Dao-Juan;Tian, Shi-Kai

文献摘要

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一系列多取代吲哚啉(3 H-吲哚)在L-脯氨酸催化下与各种酮进行了高区域选择性的Mannich反应,得到了结构多样的2-酰基甲基吲哚啉,收率高,ee值高,为将未活化的五元环醛亚胺转化为高对映选择性的光学活性含氮杂环化合物提供了一条有效途径.
A range of polysubstituted indolenines (3H-indoles) smoothly underwent an L-proline-catalyzed enantioselective Mannich reaction with various ketones in a highly regioselective manner to give structurally diverse 2-acylmethylindolines in good yields with excellent ee. The current study provides a powerful approach for the transformation of unactivated five-membered cyclic aldimines into optically active nitrogen-containing heterocycles with high enantioselectivity.