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Highly enantioselective construction of spirocyclopentaneoxindoles containing four consecutive stereocenters through an organocatalytic iminium-enamine cascade reaction

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成果类型:
期刊论文
作者:
Ding, Liang-Zhong*;Zhong, Tong-Sheng;Wu, Hao;Wang, Yong-Mei
通讯作者:
Ding, Liang-Zhong
作者机构:
[Zhong, Tong-Sheng; Ding, Liang-Zhong] Hunan City Univ, Coll Chem & Environm Engn, Yiyang 413000, Hunan, Peoples R China.
[Wu, Hao; Wang, Yong-Mei] Nankai Univ, Dept Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China.
通讯机构:
[Ding, Liang-Zhong] H
Hunan City Univ, Coll Chem & Environm Engn, Yiyang 413000, Hunan, Peoples R China.
语种:
英文
关键词:
Organocatalysis;Asymmetric synthesis;Spiro compounds;Domino reactions;Michael addition
期刊:
European Journal of Organic Chemistry
ISSN:
1434-193X
年:
2014
卷:
2014
期:
24
页码:
5139-5143
基金类别:
National Basic Research Program of China (973 Program)National Basic Research Program of China [2010CB833300]; Science and Technology of Hunan Province, China [2012FJ3023]
机构署名:
本校为第一且通讯机构
院系归属:
材料与化学工程学院
摘要:
Spirocyclopentaneoxindole derivatives containing four consecutive stereocenters, including a spiro quaternary center, were constructed by an organocatalytic iminium-enamine cascade sequence in good yields (up to 86 %) with excellent enantiomeric (up to >99 % ee) and diastereomeric purities (up to >99:1 dr). This highly efficient procedure will allow diversity-oriented syntheses of this intriguing class of compounds with potential biological activities. C...

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