Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (2): 390-396.DOI: 10.6023/cjoc201808044 Previous Articles     Next Articles

ARTICLE

D-半乳糖或L-阿拉伯糖合成叠氮鞘氨醇

高阳光a, 曹周a, 韩忠享a, 张强a, 胡杰a, 郭锐b, 贺贤然a, 丁菲a, 尤庆亮c, 张勇民a,d   

  1. a 江汉大学交叉学科研究院 武汉 430056;
    b 江汉大学环境健康研究院 武汉 430056;
    c 江汉大学光电化学材料与器件教育部重点实验室 武汉 430056;
    d 索邦大学分子化学巴黎研究所 巴黎 75005
  • 收稿日期:2018-08-31 修回日期:2018-09-20 出版日期:2019-02-25 发布日期:2018-10-20
  • 通讯作者: 高阳光, 张勇民 E-mail:sunlt413@jhun.edu.cn;yongmin.zhang@upmc.fr
  • 基金资助:

    国家自然科学基金(No.21602082)资助项目.

Synthesis of Azidosphingosine from D-Galactose or L-Arabinose

Gao Yangguanga, Cao Zhoua, Han Zhongxianga, Zhang Qianga, Hu Jiea, Guo Ruib, He Xianrana, Ding Feia, You Qingliangc, Zhang Yongmina,d   

  1. a Institute for Interdisciplinary Research, Jianghan University, Wuhan 430056;
    b Institute of Environment and Health, Jianghan University, Wuhan 430056;
    c Key Laboratory of Optoelectronic Chemical Materials and Devices of Ministry of Education, Jianghan University, Wuhan 430056;
    d Institut Parisien de Chimie Moléculaire, Sorbonne Université, Paris 75005
  • Received:2018-08-31 Revised:2018-09-20 Online:2019-02-25 Published:2018-10-20
  • Contact: 10.6023/cjoc201808044 E-mail:sunlt413@jhun.edu.cn;yongmin.zhang@upmc.fr
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21602082).

Synthesis of azidosphingosine has been described from D-galactose and L-arabinose with an overall yields of 27% an 20%, respectively. Our strategy features olefin cross-metathesis reaction, radical-induced isomerization, appel reaction, and azido replacement.

Key words: sphingosine, synthesis, carbohydrate, olefin cross-metathesis, replacement