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TOTAL SYNTHESIS OF MANZACIDINS. AN OVERVIEW AND PERSPECTIVE

  作者 OHFUNE YASUFUMI; OE KENTARO; NAMBA KOSUKE; SHINADA TETSURO  
  选自 期刊  Heterocycles;  卷期  2012年85-11;  页码  2617-2649  
  关联知识点  
 

[摘要]Manzacidins belong to a class of non-oroidin bromopyrrole alkaloids and have attracted significant attention from the synthetic community due to not only their expected biological activities but also to their novel structure consisting of a tetrahydropyrimidinecarboxylic acid with an ester-linked bromopyrrole unit. Of particular interest was the stereoselsective construction of the 1,3-diamino groups attached to chiral tertiary and quaternary carbon centers in the tetrahydropyrimidine unit. Since our total synthesis and structure confirmation of manzacidins A and C in 2000, many groups have accessed the enantio- and diastereoselective total syntheses of these alkaloidal amino acids based on novel synthetic methods. This review will focus on recent studies from our laboratory as well as others regarding the total syntheses of manzacidins A, B, C, and D reported to date.

 
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