An unexpected highly diastereoselective double Baylis-Hillman reaction of per- (or poly)fluorophenyl aromatic aldimines with methyl vinyl ketone
文献类型：期刊论文
| 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) |
| 刊名 | Tetrahedron
 |
| 出版日期 | 2005 |
| 卷号 | 61期号:15页码:3841-3851 |
| ISSN号 | 0040-4020 |
| 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 |
| 通讯作者 | 赵刚 ; 朱仕正 |
| 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. |
| 学科主题 | 有机氟化学 |
| 收录类别 | SCI |
| 原文出处 | http://dx.doi.org/10.1016/j.tet.2005.01.130 |
| 语种 | 英语 |
| WOS记录号 | WOS:000228147400023 |
| 公开日期 | 2013-01-18 |
| 源URL | [http://202.127.28.38/handle/331003/14358]  |
| 专题 | 上海有机化学研究所_中科院有机氟化学重点实验室 |
| 推荐引用方式 GB/T 7714 | 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. |
| APA | 刘心元,赵经纬,金桂芳,赵刚,朱仕正,&王邵武.(2005).An unexpected highly diastereoselective double Baylis-Hillman reaction of per- (or poly)fluorophenyl aromatic aldimines with methyl vinyl ketone.Tetrahedron,61(15),3841-3851. |
| MLA | 刘心元,et al."An unexpected highly diastereoselective double Baylis-Hillman reaction of per- (or poly)fluorophenyl aromatic aldimines with methyl vinyl ketone".Tetrahedron 61.15(2005):3841-3851. |
入库方式： OAI收割
来源：上海有机化学研究所
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