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Citation: Li Yi, Zheng Ping, Wu Xiaofang, Fan Lingling, Tang Lei, Wang Ying. Total Synthesis of Natural Product Gymnothecaoxazoles A[J]. Chemistry, ;2018, 81(2): 182-184. shu

Total Synthesis of Natural Product Gymnothecaoxazoles A

Li Yi ¹ ,
Zheng Ping ¹ ,
Wu Xiaofang ¹ ,
Fan Lingling ¹ ,
Tang Lei ^1,2,, ,
Wang Ying ^1,,

1.
School of Pharmacy, Guizhou Medical University, Guiyang 550004
2.
Guizhou Chemical Drug Research and Development Engineering Technical Center, Guizhou Medical University, Guiyang 550004

Corresponding author: Tang Lei, tlei1974@163.com Wang Ying, 6196242444@qq.com
Received Date: 11 October 2017
Accepted Date: 21 November 2017

Figures(1)

Using 2, 3-dihydroxybenzoic acid as the starting material, gymnothecaoxazoles A was synthesized through esterification, Williams etherification, hydrolysis, amidation, Robinson-Gabriel cyclization and deprotection with 20.0% overall yield. The structure was characterized by ¹H NMR, ¹³C NMR and HRMS. This method has the advantages of easily available and cheap starting materials, mildly reaction conditions and simply conducted procedures, which provides reference for the preparation of gymnothecaoxazoles A rapidly.
- Gymnothecaoxazoles A,
- Totle synthesis,
- Robinson-Gabriel cyclization
1. [1]
2. [2]
3. [3]
  S J Xiao, D L Guo, M S Zhang et al. Chin. Chem. Lett., 2016, 27(2016): 1064~1066.
4. [4]
  L N Shishkina, M A Smotriaeva, M V Kozlov et al. Radiat. Biol. Radioecol., 2004, 45(2004): 610~615.
5. [5]
  J T Ahokas, C Davies, N Jacobsen et al. Pharmacol. Toxicol., 1987, 61(1987): 184~190.
6. [6]
  M A Dean, S R Hitchcock. Tetrahed. Asymm., 2010, 21(20): 2471~2478.
7. [7]
  R S Coleman, E B Grant. J. Org. Chem., 1991, 56(4): 1357~1359.
8. [8]
  A Moreau, A Couture, E Deniau et al. Synthesis, 2004, 10: 1664~1670.
1. [1]
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