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An Approach to Lauroxanes by Iterative Use of Co-2(CO)(6)-Acetylenic Complexes. A Formal Synthesis of (+)-Laurencin

  作者 ORTEGA NURIA; MARTIN VICTOR S; MARTIN TOMAS  
  选自 期刊  Journal of Organic Chemistry;  卷期  2010年75-19;  页码  6660-6672  
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[摘要]A new approach to lauroxanes by a powerful and highly convergent methodology based on iterative use of Co-2(CO)(6)-acetylenic complexes is described. The strategy employs an intermolecular Nicholas reaction to form unsaturated branched linear ethers, a ring closing metathesis to obtain the cobalt complex cyclic ethers, and an isomerization promoted by montmorillonite K-10. A short synthesis of cyclic ethers of seven-, eight-, and nine-membered rings is described. Additionally, the methodology is exemplified by the formal synthesis of (+)-laurencin, a red algae metabolite.

 
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