Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (7): 2035-2041.DOI: 10.6023/cjoc201811009 Previous Articles     Next Articles

Articles

通过[2,3]-Wittig重排合成烯丙基-甲基-N-泛酸酰胺

夏礼文a,b, 赵青a,b, 巴梦雨a,b, 胡超平a,b, 孙默然a,b, 杨华a,b   

  1. a 郑州大学药学院 郑州 450001;
    b 新药创制与药物安全性评价河南省协同创新中心 郑州 450001
  • 收稿日期:2018-11-05 修回日期:2019-01-17 出版日期:2019-07-25 发布日期:2019-03-08
  • 通讯作者: 孙默然 E-mail:sunmr@zzu.edu.cn
  • 基金资助:

    国家自然科学基金(Nos.21372205,21302175)和河南省科技厅基础研究(No.132300410028)资助项目.

A Synthetic Route to Access Allyl-methyl-N-pantothenamide via [2,3]-Wittig Rearrangement

Xia Liwena,b, Zhao Qinga,b, Ba Mengyua,b, Hu chaopinga,b, Sun Morana,b, Yang Huaa,b   

  1. a School of Pharmaceutical Science, Zhengzhou University, Zhengzhou 450001;
    b Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou 450001
  • Received:2018-11-05 Revised:2019-01-17 Online:2019-07-25 Published:2019-03-08
  • Contact: 10.6023/cjoc201811009 E-mail:sunmr@zzu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21372205, 21302175) and the Basic Research Project of Science and Technology Department of Henan Province (No. 132300410028).

The synthetic route of allyl-methyl-N-pantothenamide (1) featuring[2,3]-Wittig rearrangement and palladium catalyzed formate reduction to assemble the requisite quaternary carbon with adjacent secondary alcohol has been reported. Our strategy presents a facile synthetic route to access 1 in 10 steps, which also provide a novel inspiration to construct chiral quaternary carbon via asymmetrical[2,3]-Wittig rearrangement.

Key words: [2,3]-Wittig rearrangement, N-pantothenamide, chiral tertiary carbon, antimicrobial