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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
Zhang F(张帆); Liu ZJ(刘振江); Liu JT(刘金涛)
2010
发表期刊Tetrahedron
ISSN0040-4020
卷号66期号:34页码:6864-6868
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.
学科领域氟化学
部门归属中国科学院上海有机化学研究所
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收录类别SCI
语种英语
WOS记录号WOS:000280953500024
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被引频次:8[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.sioc.ac.cn/handle/331003/23376
专题中科院有机氟化学重点实验室
通讯作者Liu JT(刘金涛)
推荐引用方式
GB/T 7714
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.
APA 张帆,刘振江,&刘金涛.(2010).Michael addition of N-sulfinyl metalloenamines to beta-trifluoromethyl-alpha,beta-unsaturated ester: an efficient access to chiral 4-trifluoromethyl-2-piperidones.Tetrahedron,66(34),6864-6868.
MLA 张帆,et al."Michael addition of N-sulfinyl metalloenamines to beta-trifluoromethyl-alpha,beta-unsaturated ester: an efficient access to chiral 4-trifluoromethyl-2-piperidones".Tetrahedron 66.34(2010):6864-6868.
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