中国科学院机构知识库网格
Chinese Academy of Sciences Institutional Repositories Grid
Tetrahydrobenzo[5]helicenediol derivatives as additives for efficient proline-catalyzed asymmetric List-Lerner-Barbas aldol reactions of bulky aldehyde substrates

文献类型:期刊论文

作者Fang, Lei1,2; lin, Weibin1,2; Chen, Chuanfeng1,2
刊名CHINESE CHEMICAL LETTERS
出版日期2018-08-01
卷号29期号:8页码:1223-1225
关键词Helicenediol Asymmetric Aldol Reaction Additive Bulky Aldehyde Substrate
ISSN号1001-8417
DOI10.1016/j.cclet.2018.06.007
英文摘要Tetrahydrobenzo[5]helicenediol (THB-[5]HDIOL) derivatives as additives for the efficient proline-catalyzed asymmetric List-Lerner-Barbas (LLB) aldol reactions of bulky aldehyde substrates was described. It was found that with dibromo-substituted helical diols P-4a/M-4a as additives, the proline-catalyzed LLB aldol reaction of 9-anthraldehyde and acetone gave the product in 83% yield and 99% ee. Transition state models revealed an edge-to-face, pi-pi stacking between the anthracenyl group in TS(R) and the phenyl group of the additive, which might result in the high enantioselectivity. (C) 2018 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
语种英语
WOS记录号WOS:000442060000009
出版者ELSEVIER SCIENCE INC
源URL[http://ir.iccas.ac.cn/handle/121111/42403]  
专题中国科学院化学研究所
通讯作者Chen, Chuanfeng
作者单位1.Chinese Acad Sci, Beijing Natl Lab Mol Sci, Inst Chem, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
推荐引用方式
GB/T 7714
Fang, Lei,lin, Weibin,Chen, Chuanfeng. Tetrahydrobenzo[5]helicenediol derivatives as additives for efficient proline-catalyzed asymmetric List-Lerner-Barbas aldol reactions of bulky aldehyde substrates[J]. CHINESE CHEMICAL LETTERS,2018,29(8):1223-1225.
APA Fang, Lei,lin, Weibin,&Chen, Chuanfeng.(2018).Tetrahydrobenzo[5]helicenediol derivatives as additives for efficient proline-catalyzed asymmetric List-Lerner-Barbas aldol reactions of bulky aldehyde substrates.CHINESE CHEMICAL LETTERS,29(8),1223-1225.
MLA Fang, Lei,et al."Tetrahydrobenzo[5]helicenediol derivatives as additives for efficient proline-catalyzed asymmetric List-Lerner-Barbas aldol reactions of bulky aldehyde substrates".CHINESE CHEMICAL LETTERS 29.8(2018):1223-1225.

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来源:化学研究所

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