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学科主题: 氟化学
题名: Michael addition of N-sulfinyl metalloenamines to beta-trifluoromethyl-alpha,beta-unsaturated ester: an efficient access to chiral 4-trifluoromethyl-2-piperidones
其他题名: N-亚磺酰基烯胺金属盐与β-三氟甲基-α,β-不饱和酯的Michael加成反应: 一种合成手性4-三氟甲基-2-哌啶酮的有效方法
作者: Zhang F(张帆) ; Liu ZJ(刘振江) ; Liu JT(刘金涛)
通讯作者: 刘金涛
刊名: Tetrahedron
发表日期: 2010-01-01
卷: 66, 期:34, 页:6864-6868
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所
英文摘要: Michael addition of N-sulfinyl metalloenamines to beta-trifluoromethyl-alpha, beta-unsaturated ester was investigated. High diastereoselectivities and excellent yields were obtained. The conversion of addition products into 4-trifluoromethyl-2-piperidones asymmetrically, which involved a DIBAL-H reduction and the following cyclization, was illustrated. The absolute configuration of Michael addition products and 4-trifluoromethyl-2-piperidones were determined by X-ray crystallographic analysis and NOESY experiment, respectively. This method affords an efficient and asymmetric approach to a variety of chiral 4-trifluoromethyl-2-piperidones. (C) 2010 Elsevier Ltd. All rights reserved.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000280953500024
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/23376
Appears in Collections:中科院有机氟化学重点实验室_期刊论文

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Recommended Citation:
Zhang F,Liu ZJ,Liu JT. Michael addition of N-sulfinyl metalloenamines to beta-trifluoromethyl-alpha,beta-unsaturated ester: an efficient access to chiral 4-trifluoromethyl-2-piperidones[J]. Tetrahedron,2010,66(34):6864-6868.
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