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
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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 |
DOI | 10.1016/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. |
入库方式: OAI收割
来源:化学研究所
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