有机化学 ›› 2015, Vol. 35 ›› Issue (11): 2313-2320.DOI: 10.6023/cjoc201507033 上一篇    下一篇

研究论文

海洋天然产物Leiodelide A C(10)~C(22)片段的高效合成

任荣国a, 毛卓亚b, 魏邦国a,b, 林国强a   

  1. a 复旦大学化学系 上海 200433;
    b 复旦大学药学院 上海 201203
  • 收稿日期:2015-07-25 修回日期:2015-08-18 发布日期:2015-09-06
  • 通讯作者: 魏邦国 E-mail:bgwei1974@fudan.edu.cn
  • 基金资助:

    国家自然科学基金(Nos. 21072034, 21472022, 21272041)资助项目.

Effective Method to C(10)~C(22) Fragment of Leiodelide A

Ren Rongguoa, Mao Zhuoyab, Wei Bangguoa,b, Lin Guoqianga   

  1. a Department of Chemistry, Fudan University, Shanghai 200433;
    b School of Pharmacy, Fudan University, Shanghai 201203
  • Received:2015-07-25 Revised:2015-08-18 Published:2015-09-06
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21072034, 21472022, 21272041).

以商品化的R-香茅醇为原料, 经Julia-Lythgoe反应和Sharpless不对称双羟化等15步反应, 以7.6%的总收率建立了天然产物Leiodelide A的关键片段19的合成方法, 所有的中间体结构均经1H NMR, 13C NMR和ESI-MS确证.

关键词: 香茅醇, Leiodelide A, 海洋天然产物, 大环内酯

An enantioselective route for compound 19, a key fragment toward the asymmetric synthesis of leiodelide A, is described. This key compound 19 was synthesized through Julia-Lythgoe olefination and Sharpless asymmetric dihydroxylation in 7.6% overall yield. All intermediates were characterized by 1H NMR, 13C NMR and ESI-MS spectral data.

Key words: citronellol, leiodelide A, marine natural products, macrolide