Reaction of Baylis-Hillman Adducts with Fluorinated Silanes
文献类型：期刊论文
| 作者 | Zemtsov, Artem A. ; Levin, Vitalij V. ; Dilman, Alexander D. ; Struchkova, Marina I. ; Belyakov, Pavel A. ; Tartakovsky, Vladimir A. ; Hu JB(胡金波) |
| 刊名 | Eur. J. Org. Chem.
 |
| 出版日期 | 2010 |
| 期号 | 35页码:6779-6785 |
| ISSN号 | 1434-193X |
| 其他题名 | Baylis-Hillman加成物与含氟硅烷的反应 |
| 通讯作者 | Dilman, Alexander D. ; 胡金波 |
| 英文摘要 | Reactions of acylated Baylis–Hillman adducts bearing nitrile, ester, or ketone groups with C6F5-substituted silicon reagents MenSi(C6F5)4–n (n = 1–3) have been studied. The reactions are initiated by Bu4NOAc (5 mol-%) in MeCN or DMF under mild conditions and afford products of allylic substitution of the acetoxy group by the C6F5 carbanion in good yields. Predominant or exclusive formation of one geometrical isomer was observed in all cases (Z for nitriles, E for esters and ketones). For substrates containing carbonyl groups, nucleophilic attack of the C6F5 carbanion chemoselectively occurred at the C=C bond. Reactions of acylated Baylis–Hillman adducts with Me3SiCF3 were found to be inefficient, as the CF3 carbanion had the propensity to attack the C=O bond of substrates with ester or ketone substituents. |
| 学科主题 | 氟化学 |
| 收录类别 | SCI |
| 原文出处 | http://dx.doi.org/10.1002/ejoc.201001051 |
| 语种 | 英语 |
| WOS记录号 | WOS:000285310700010 |
| 公开日期 | 2013-03-11 |
| 源URL | [http://202.127.28.38/handle/331003/24079]  |
| 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 | Zemtsov, Artem A.,Levin, Vitalij V.,Dilman, Alexander D.,et al. Reaction of Baylis-Hillman Adducts with Fluorinated Silanes[J]. Eur. J. Org. Chem.,2010(35):6779-6785. |
| APA | Zemtsov, Artem A..,Levin, Vitalij V..,Dilman, Alexander D..,Struchkova, Marina I..,Belyakov, Pavel A..,...&胡金波.(2010).Reaction of Baylis-Hillman Adducts with Fluorinated Silanes.Eur. J. Org. Chem.(35),6779-6785. |
| MLA | Zemtsov, Artem A.,et al."Reaction of Baylis-Hillman Adducts with Fluorinated Silanes".Eur. J. Org. Chem. .35(2010):6779-6785. |
入库方式： OAI收割
来源：上海有机化学研究所
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