有机化学 ›› 2019, Vol. 39 ›› Issue (7): 2035-2041.DOI: 10.6023/cjoc201811009 上一篇    下一篇

研究论文

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 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 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).

甲基-烯丙基-N-泛酸酰胺(1)具有手性季碳和邻位仲醇结构片段的抗菌剂,可以巧妙通过[2,3]-Wittig重排和钯催化的甲酸还原构建了其分子骨架,以10步反应制备了1.

关键词: [2,3]-Wittig重排, N-Pantothenamide, 手性季碳, 抗菌剂

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