Enantioselective Primary Amine Catalyzed Aldol-Type Construction of Trifluoromethylated Tertiary Alcohols | |
Department | OSSO国家重点实验室 |
Yang W(杨伟)1; Cui, Yu-Ming1; Zhou W(周伟)1; Li L(李莉)1; Yang KF(杨科芳)1; Zheng ZJ(郑战江)1; Lu YX(卢一新)2; Xu LW(徐利文)1,3; Li L(李莉); Xu LW(徐利文) | |
2014 | |
Source Publication | SYNLETT |
ISSN | 0936-5214 |
Volume | 25Issue:10Pages:1461-1465 |
Abstract | It was found that the cinchona-derived primary amines and their combined catalyst systems with chiral organic acid or Lewis acid have been successfully applied in the cross-aldol reaction of trifluoromethyl ketones and aliphatic ketones. Excellent yields and good enantioselectivities (up to 89% ee) of the resulting β-trifluoromethyl-β-hydroxy ketones were obtained in the chiral primary amine catalyzed cross-aldol reaction under different conditions, which also led to both enantiomers of the desired products. This study also demonstrated the importance of synergistic effect of chiral organic acid on the primary amine catalysis. |
Keyword | Tertiary Alcohol Primary Amine Organofluorine Organocatalysis Cross-aldol Reaction |
Subject Area | 物理化学与绿色催化 |
DOI | 10.1055/s-0033-1341281 |
Funding Organization | the National Natural Science Foundation of China (NSFC Grant No. 21173064);the Zhejiang Provincial Natural Science Foundation of China (LR14B0300001;LQ12B02004);the Hangzhou Science and Technology Program (20130533B15;20130432B06) |
Indexed By | SCI |
If | 2.419 |
Language | 英语 |
compositor | 第三作者单位 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/20342 |
Collection | 羰基合成与选择氧化国家重点实验室(OSSO) |
Corresponding Author | Li L(李莉); Xu LW(徐利文) |
Affiliation | 1.College of Material Chemistry and Chemical Engineering, and Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 310012, P. R. of China 2.Department of Chemistry and Medicinal Chemistry Program, Life Sciences Institute, National University of Singapore, 3 Science Drive 3, 117543 Singapore, Republic of Singapore 3.State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics and University of Chinese Academy of Sciences, Chinese Academy of Sciences, Lanzhou 730000, P. R. of China |
Recommended Citation GB/T 7714 | Yang W,Cui, Yu-Ming,Zhou W,et al. Enantioselective Primary Amine Catalyzed Aldol-Type Construction of Trifluoromethylated Tertiary Alcohols[J]. SYNLETT,2014,25(10):1461-1465. |
APA | Yang W.,Cui, Yu-Ming.,Zhou W.,Li L.,Yang KF.,...&徐利文.(2014).Enantioselective Primary Amine Catalyzed Aldol-Type Construction of Trifluoromethylated Tertiary Alcohols.SYNLETT,25(10),1461-1465. |
MLA | Yang W,et al."Enantioselective Primary Amine Catalyzed Aldol-Type Construction of Trifluoromethylated Tertiary Alcohols".SYNLETT 25.10(2014):1461-1465. |
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bj01384290.pdf(471KB) | 期刊论文 | 作者接受稿 | 开放获取 | CC BY-NC-SA | View Application Full Text |
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