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题名: A New Class of Structurally Rigid Tricyclic Chiral Secondary Amine Organocatalyst: Highly Enantioselective Organocatalytic Michael Addition of Aldehydes to Vinyl Sulfones
作者: Xiao, Jian1, 2;  Lu, Yun-Peng1;  Liu, Yan-Ling1;  Wong, Poh-Shen1;  Loh, Teck-Peng1
刊名: ORGANIC LETTERS
发表日期: 2011-03-04
DOI: 10.1021/ol102933q
卷: 13, 期:5, 页:876-879
收录类别: SCI ;  IC ;  CCR
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
英文摘要: A new class of chiral secondary amine organocatalyst was rationally designed as an efficient catalyst to catalyze the elusive Michael addition of aldehydes to vinyl sulfones. High yield and excellent enantioselectivities could be obtained at room temperature without having to resort to high catalyst loading, anhydrous solvents, and low temperatures. Efficient control of enamine conformation and face shielding as well as the rigid nature of the tricyclic skeleton, with an inherent chiral pocket, provide a well-organized chiral environment to effect this elusive reaction efficiently.
关键词[WOS]: ASYMMETRIC ALDOL REACTIONS ;  INTERMOLECULAR ALPHA-ALKYLATION ;  BOND-FORMING REACTIONS ;  CONJUGATE ADDITIONS ;  ENAMINE CATALYSIS ;  CINCHONA ALKALOIDS ;  ORGANIC CATALYSIS ;  MANNICH REACTIONS ;  NATURAL-PRODUCT ;  DESIGN
语种: 英语
WOS记录号: WOS:000287645800014
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/142590
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.Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
2.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

Recommended Citation:
Xiao, Jian,Lu, Yun-Peng,Liu, Yan-Ling,et al. A New Class of Structurally Rigid Tricyclic Chiral Secondary Amine Organocatalyst: Highly Enantioselective Organocatalytic Michael Addition of Aldehydes to Vinyl Sulfones[J]. ORGANIC LETTERS,2011,13(5):876-879.
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