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A novel and efficient direct aldol condensation from ketones and aromatic aldehydes catalyzed by proline-TEA through a new pathway
Wang, Jun-feng; Lei, Meng; Li, Qin; Ge, Ze-mei; Wang, Xin; Li, Run-tao
关键词Proline Aldol Condensation C-glycosides New Pathway Intermediate
刊名TETRAHEDRON
2009-06-20
DOI10.1016/j.tet.2009.04.052
65期:25页:4826-4833
收录类别SCI ; IC ; CCR
文章类型Article
WOS标题词Science & Technology
类目[WOS]Chemistry, Organic
资助者National Natural Science Foundation of China ; Major State Basic Research Development Program ; National Natural Science Foundation of China ; Major State Basic Research Development Program
研究领域[WOS]Chemistry
关键词[WOS]CLAISEN-SCHMIDT CONDENSATION ; ALPHA,BETA-UNSATURATED KETONES ; C-GLYCOSIDES ; DERIVATIVES ; STEREOSELECTIVITY ; ACETYLATION ; CONVENIENT ; ADDITIONS ; WATER ; ACID
英文摘要

A novel and efficient direct aldol condensation from various ketones and a wide range of aldehydes was catalyzed by L-proline-TEA (triethylamine) in MeOH at room temperature, affording the corresponding (E)-alpha,beta-unsaturated ketones in excellent yields. By using the method, some complicated (E)-alpha,beta-unsaturated ketone C-glycosides were obtained from unmodified ketone C-glycosides and aldehydes. This reaction proceeds through a new pathway, in which the specific intermediate was captured and identified. (C) 2009 Elsevier Ltd. All rights reserved.

语种英语
所属项目编号20572004 ; 2004CB-719900
资助者National Natural Science Foundation of China ; Major State Basic Research Development Program ; National Natural Science Foundation of China ; Major State Basic Research Development Program
WOS记录号WOS:000267009400007
引用统计
被引频次:33[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/400002259/51229
专题北京大学药学院
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
Wang, Jun-feng,Lei, Meng,Li, Qin,et al. A novel and efficient direct aldol condensation from ketones and aromatic aldehydes catalyzed by proline-TEA through a new pathway[J]. TETRAHEDRON,2009,65(25):4826-4833.
APA Wang, Jun-feng,Lei, Meng,Li, Qin,Ge, Ze-mei,Wang, Xin,&Li, Run-tao.(2009).A novel and efficient direct aldol condensation from ketones and aromatic aldehydes catalyzed by proline-TEA through a new pathway.TETRAHEDRON,65(25),4826-4833.
MLA Wang, Jun-feng,et al."A novel and efficient direct aldol condensation from ketones and aromatic aldehydes catalyzed by proline-TEA through a new pathway".TETRAHEDRON 65.25(2009):4826-4833.
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