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An Efficient Dipeptide-Catalyzed Direct Asymmetric Aldol Reaction of Equimolar Reactants in Solid Media
Lei, Meng; Xia, Shuai; Wang, Junfeng; Ge, Zemei; Cheng, Tieming; Li, Runtao
关键词Organocatalysis Asymmetric Aldol Reaction Dipeptide Solid Media AlkAline Al(2)o(3)
刊名CHIRALITY
2010-06-01
DOI10.1002/chir.20783
22期:6页:580-586
收录类别SCI
文章类型Article
WOS标题词Science & Technology
类目[WOS]Chemistry, Medicinal ; Chemistry, Analytical ; Chemistry, Organic ; Pharmacology & Pharmacy
研究领域[WOS]Pharmacology & Pharmacy ; Chemistry
关键词[WOS]ENAMINE CATALYSIS ; IONIC LIQUID ; WATER ; ALDEHYDES ; PROLINE
英文摘要

The direct asymmetric aldol reactions of equivalent molar amounts of aldehydes and ketones were carried out at -20 degrees C over alkaline Al(2)O(3) with 20 mol % of Pro-Trp as catalyst and 20 mol % of N-methylmorpholine or 1,4-diazabicyclo[2.2.2]octane as additive. After simple and environmentally friendly work-up, moderate to high isolated yields (up to 95%), good diastereoselectivities (>99:1), and enantioselectivities (up to 98% ee) have been achieved for the reactions of different kinds of ketones with various aldehydes. The catalytic system could be reused without decrease of activity by addition of 10 mol % catalyst and base in the catalytic system. Chirality 22:580-586, 2010. (C) 2009 Wiley-Liss, Inc.

语种英语
WOS记录号WOS:000278832300005
项目编号20572004 ; 2007BAI34B00
资助机构National Natural Science Foundation of China ; National Key Technology RD Program
引用统计
被引频次:13[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/58026
专题北京大学药学院
北京大学药学院_化学生物学系
作者单位Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
推荐引用方式
GB/T 7714
Lei, Meng,Xia, Shuai,Wang, Junfeng,et al. An Efficient Dipeptide-Catalyzed Direct Asymmetric Aldol Reaction of Equimolar Reactants in Solid Media[J]. CHIRALITY,2010,22(6):580-586.
APA Lei, Meng,Xia, Shuai,Wang, Junfeng,Ge, Zemei,Cheng, Tieming,&Li, Runtao.(2010).An Efficient Dipeptide-Catalyzed Direct Asymmetric Aldol Reaction of Equimolar Reactants in Solid Media.CHIRALITY,22(6),580-586.
MLA Lei, Meng,et al."An Efficient Dipeptide-Catalyzed Direct Asymmetric Aldol Reaction of Equimolar Reactants in Solid Media".CHIRALITY 22.6(2010):580-586.
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