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学科主题: 金属有机化学
题名: Titanium(IV) chloride and quaternary ammonium salt promoted baylis-hillman reaction
其他题名: 四氯化钛和季胺盐促进的Baylis-Hillman 反应
作者: Shi M(施敏) ; Feng YS(冯言枢)
通讯作者: 施敏
刊名: J. Org. Chem.
发表日期: 2001
卷: 66, 期:2, 页:406-411
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所金属有机化学开放实验室
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.
语种: 英语
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WOS记录号: WOS:000166560600007
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/9754
Appears in Collections:金属有机化学国家重点实验室_期刊论文

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Recommended Citation:
Shi M,Feng YS. Titanium(IV) chloride and quaternary ammonium salt promoted baylis-hillman reaction[J]. J. Org. Chem.,2001,66(2):406-411.
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