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Progress toward the total synthesis of the highly selective cytotoxic natural product, maoecrystal V.

机译:高选择性细胞毒性天然产物maoecrystal V的全合成进展。

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摘要

Strategies to synthesize the natural product maoecrystal V have been investigated. The initial strategy involved a tandem Michael-aldol reaction to form the [2.2.2] bicyclic core of maoecrystal V. This proposed route was not successful. A modified route to maoecrystal V, inspired by studies on the aldol ring closure reactions, enabled the synthesis of a complex intermediate that allowed for the formation of the core structure. Further elaboration of this key intermediate afforded the methodology to form four of the five rings in maoecrystal V. Additionally, this key intermediate allowed for further modifications that can potentially be an entry point toward an enantioselective synthesis of maoecrystal V that intersects with the initial synthesis of the racemic compound.
机译:已经研究了合成天然产物Maoecrystal V的策略。最初的策略涉及串联Michael-aldol反应以形成茂铁晶体V的[2.2.2]双环核。该拟议的途径并不成功。受到对醛醇缩合环反应的研究启发而得到的一种改进的通往茂铁晶体V的途径,可以合成复杂的中间体,从而可以形成核结构。进一步加工该关键中间体提供了在毛晶V中形成五个环中的四个的方法。此外,该关键中间体还允许进行进一步的修饰,这些修饰可能是与之初步合成相交的毛晶V对映选择性合成的切入点。外消旋化合物。

著录项

  • 作者

    Chang, Tsuhen Michelle.;

  • 作者单位

    The University of Arizona.;

  • 授予单位 The University of Arizona.;
  • 学科 Chemistry Organic.
  • 学位 Ph.D.
  • 年度 2012
  • 页码 419 p.
  • 总页数 419
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类
  • 关键词

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