中国科学院机构知识库网格
Chinese Academy of Sciences Institutional Repositories Grid
Titanium(IV) chloride and quaternary ammonium salt promoted baylis-hillman reaction

文献类型:期刊论文

作者Shi M(施敏) ; Feng YS(冯言枢)
刊名J. Org. Chem.
出版日期2001
卷号66期号:2页码:406-411
其他题名四氯化钛和季胺盐促进的Baylis-Hillman 反应
通讯作者施敏
英文摘要The Baylis-Hillman reaction of aldehyds with α, β-unsaturated ketones can be drastically affected by the reaction temperature and lewis bases. When the reaction was carried out at -78℃ using catalytic amounts of quaternary ammonium salts (R^4N+X-,X=Cl, Br, I) as lewis bases, in the presence of titanium (IV) chloride, the chlorinated aldol adduct 1 was obtained as the major product. Quaternary ammonium bromides and iodides (R^4N+X-,X=Cl, Br, I) have higher catalytic activity than corresponding chlorides (R^4N+Cl-). Quaternary ammonium fluorides (R^4N+F-) do not have activity at all. The amounts of Lewis acid and quaternary ammonium salts used affect the reaction rate and product. A plausible reaction mechanism is proposed. If the reaction was carried out at rate and product. A plausible reaction mechanism is proposed. If the reaction was carried out at room temperature (about 20℃ ) in the presence of titanium (IV) chloride and quaternary ammonium salts (R^4N+X-,X=Cl, Br, I) , the elimination product 3, derived from 1, was formed as the major product.
学科主题金属有机化学
收录类别SCI
原文出处http://dx.doi.org/10.1021/jo0009853
语种英语
WOS记录号WOS:000166560600007
公开日期2013-01-09
源URL[http://202.127.28.38/handle/331003/9754]  
专题上海有机化学研究所_金属有机化学国家重点实验室
推荐引用方式
GB/T 7714
Shi M,Feng YS. Titanium(IV) chloride and quaternary ammonium salt promoted baylis-hillman reaction[J]. J. Org. Chem.,2001,66(2):406-411.
APA Shi M,&Feng YS.(2001).Titanium(IV) chloride and quaternary ammonium salt promoted baylis-hillman reaction.J. Org. Chem.,66(2),406-411.
MLA Shi M,et al."Titanium(IV) chloride and quaternary ammonium salt promoted baylis-hillman reaction".J. Org. Chem. 66.2(2001):406-411.

入库方式: OAI收割

来源:上海有机化学研究所

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