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

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	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
	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.