Asymmetric synthesis of beta-aryl-beta-trifluoromethyl-beta-aminoarones via Mannich-type reactions of ketone enolates with chiral aryl CF3-substituted N-tert-butanesulfinyl ketimines | |
Liu YL(刘应乐) ; Huang YG(黄焰根) ; Qing FL(卿凤翎) | |
刊名 | Tetrahedron
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2012 | |
卷号 | 68期号:25页码:4955-4961 |
ISSN号 | 0040-4020 |
其他题名 | 酮烯醇与手性的CF 3-取代的N-叔butanesulfinyl酮亚胺的曼尼希反应不对称合成β-芳基-β-三氟甲基-β-aminoarones |
通讯作者 | 黄焰根 |
英文摘要 | A method for the preparation of chiral beta-aryl-beta-trifluoromethyl-beta-aminoarones has been developed involving the Mannich-type reactions of ketone-derivative enolates with chiral aryl CF3-substituted N-tert-butanesulfinyl ketimines. This method tolerates a wide of aromatic ketones, giving the products in moderate to excellent yields (up to 91%) with good diastereoselectiveties (up to 93:7 dr). Acidic cleavage of the tert-butanesulfinyl group gave optically pure beta-aryl-beta-trifluoromethyl-beta-aminoarones in excellent yields (up to 98%), which can be further transformed into CF3-substituted aziridine derivatives. (C) 2012 Elsevier Ltd. All rights reserved. |
学科主题 | 金属有机化学 |
收录类别 | SCI |
原文出处 | http://dx.doi.org/10.1016/j.tet.2012.04.070 |
语种 | 英语 |
WOS记录号 | WOS:000304892800003 |
公开日期 | 2013-08-22 |
内容类型 | 期刊论文 |
源URL | [http://202.127.28.38/handle/331003/27963] ![]() |
专题 | 上海有机化学研究所_金属有机化学国家重点实验室 |
推荐引用方式 GB/T 7714 | Liu YL,Huang YG,Qing FL. Asymmetric synthesis of beta-aryl-beta-trifluoromethyl-beta-aminoarones via Mannich-type reactions of ketone enolates with chiral aryl CF3-substituted N-tert-butanesulfinyl ketimines[J]. Tetrahedron,2012,68(25):4955-4961. |
APA | 刘应乐,黄焰根,&卿凤翎.(2012).Asymmetric synthesis of beta-aryl-beta-trifluoromethyl-beta-aminoarones via Mannich-type reactions of ketone enolates with chiral aryl CF3-substituted N-tert-butanesulfinyl ketimines.Tetrahedron,68(25),4955-4961. |
MLA | 刘应乐,et al."Asymmetric synthesis of beta-aryl-beta-trifluoromethyl-beta-aminoarones via Mannich-type reactions of ketone enolates with chiral aryl CF3-substituted N-tert-butanesulfinyl ketimines".Tetrahedron 68.25(2012):4955-4961. |
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