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学科主题: 有机氟化学
题名: An unexpected highly diastereoselective double Baylis-Hillman reaction of per- (or poly)fluorophenyl aromatic aldimines with methyl vinyl ketone
其他题名: 一个意想不到的全氟(或多氟)芳香醛亚胺和甲基乙烯基酮的高非对映选择性双Baylis–Hillman反应
作者: Liu XY(刘心元) ; Zhao JW(赵经纬) ; Jin GF(金桂芳) ; Zhao G(赵刚) ; Zhu SZ(朱仕正) ; Wang SW(王邵武)
通讯作者: 赵刚 ; 朱仕正
刊名: Tetrahedron
发表日期: 2005
卷: 61, 期:15, 页:3841-3851
收录类别: SCI
部门归属: 上海有机化学研究所元素有机化学研究室; 安徽师范大学
英文摘要: Aza-Baylis-Hillman reaction of per- (or poly)fluorophenyl aromatic aldimines 1 with methyl vinyl ketone (MVK) was studied. It was found that both the used Lewis base and solvent can significantly affect the reaction. Using triphenylphosphine as a Lewis base, the reaction of 1 with MVK proceeded smoothly to give the normal Baylis-Hillman adduct 2 along with the double Baylis-Hillman adduct 3 as by-product in THE When 1,4-diazabicyclo [2.2.2] octane was used as a Lewis base in DMF, the aza-Baylis-Hillman reaction of 1 with MVK gave the double aza-Baylis-Hillman adduct 3 exclusively in moderate to good yields with excellent diastereoselectivities. The double Baylis-Hillman adduct 3 was conveniently converted to fluorine-containing 4-alkylidene-2-cyclohexen-1-ones under mild reaction conditions in good yields. (c) 2005 Elsevier Ltd. All rights reserved.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000228147400023
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/14358
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:
Liu XY,Zhao JW,Jin GF,et al. An unexpected highly diastereoselective double Baylis-Hillman reaction of per- (or poly)fluorophenyl aromatic aldimines with methyl vinyl ketone[J]. Tetrahedron,2005,61(15):3841-3851.
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