Synthesis of 未-Bromo 纬,未-Unsaturated Carbonyl Compounds via Palladium-Catalyzed Bromoalkylation of Alkynoates
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- 作者：Yanmei Wen ; Liangbin Huang ; Huanfeng Jiang ; Huoji Chen
- 刊名：The Journal of Organic Chemistry
- 出版年：2012
- 出版时间：February 17, 2012
- 年：2012
- 卷：77
- 期：4
- 页码：2029-2034
- 全文大小：324K
- 年卷期：v.77,no.4(February 17, 2012)
- ISSN：1520-6904
文摘
Palladium-catalyzed regio- and stereoselective intermolecular tandem reaction of electron-deficient alkynes, CuBr2, and allylic alcohol to synthesize 未-bromo-纬,未-unsaturated carbonyls was developed. A mechanism involving bromopalladation of alkyne, followed by insertion of allylic alcohol and allylic hydrogen shift, is proposed. The shift of allylic hydrogen is the rate-limiting step in this reaction.