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题名: Copper-Catalyzed Asymmetric Formal [3+2] Cycloaddition of Propargylic Acetates with Hydrazines: Enantioselective Synthesis of Optically Active 2-Pyrazolines
作者: Zhang, De-Yang1, 2;  Shao, Long1, 2;  Xu, Jie1;  Hu, Xiang-Ping1
关键词: asymmetric catalysis ;  copper ;  cycloaddition ;  propargylic ester ;  2-pyrazoline
刊名: ACS CATALYSIS
发表日期: 2015-09-01
DOI: 10.1021/acscatal.5b01283
卷: 5, 期:9, 页:5026-5030
收录类别: SCI
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Physical
研究领域[WOS]: Chemistry
英文摘要: A catalytic asymmetric [3 + 2] cycloaddition of hydrazines to bis-electrophilic C3 synthons generated from propargylic acetates, followed by an intramolecular 1,3-H migration, for the regio- and enantioselective construction of chiral 2-pyrazolines has been reported. By employment of copper catalysis in combination with a structurally rigid tridentate P,N,N-ligand, a variety of chiral 2-pyrazolines were obtained in good yields and with high enantioselectivities (up to 96% ee). A possible transition state has been proposed to explain the origin of the regio- and enantioselectivities.
关键词[WOS]: AZOMETHINE IMINES ;  1,3-DIPOLAR CYCLOADDITION ;  NITRILE IMINES ;  SUBSTITUTION-REACTIONS ;  1,3-DICARBONYL COMPOUNDS ;  BETA-KETOESTERS ;  LEWIS-ACID ;  AMINATION ;  ESTERS ;  DERIVATIVES
语种: 英语
WOS记录号: WOS:000361089700008
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/146529
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China

Recommended Citation:
Zhang, De-Yang,Shao, Long,Xu, Jie,et al. Copper-Catalyzed Asymmetric Formal [3+2] Cycloaddition of Propargylic Acetates with Hydrazines: Enantioselective Synthesis of Optically Active 2-Pyrazolines[J]. ACS CATALYSIS,2015,5(9):5026-5030.
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