Chem. J. Chinese Universities

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A Concise Synthesis of C2'—C7' Fragment of Aigialomycin D

ZHANG Hong-Kui*, CHEN Wei-Qiang   

  1. Department of Chemistry, Xiamen University, Xiamen 361005, China
  • Received:2006-05-14 Revised:1900-01-01 Online:2007-04-10 Published:2007-04-10
  • Contact: ZHANG Hong-Kui

Abstract: Aigialomycin D(1) possesses a potent antitumor activity and anti-malarial activity. In this paper a concise route for the synthesis of the key C2'—C7' fragment of aigialomycin D by using D-(-)-ribose was described. The fragment was synthesized in six steps in 37.2% overall yield, including protection of the vicinal diol, Wittig reaction of the lactol, hydrogenation, oxidative cleavage of the diol, terminal olefination and selective reduction of the ester. This work lays a good foundation for the total synthesis of aigialomycin D.

Key words: Aigialomycin D, D-(-)-Ribose, Synthesis

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