A Concise Route to Dihydrobenzo[b]furans: Formal Total Synthesis of (+)-Lithospermic Acid

作者:Fischer Joshua; Savage G Paul; Coster Mark J*
来源:Organic Letters, 2011, 13(13): 3376-3379.
DOI:10.1021/ol201130h

摘要

A sequence of Sonogashira coupling, Pd(II)-catalyzed carbonylative annulation, and benzofuran reduction (Mg, MeOH, NH(4)Cl) provides a convergent and modular synthetic route to trans-2-aryl-2,3-dihydrobenzo[b]furan-3-carboxylates, which are a structural feature of numerous biologically active natural products. This versatile strategy was applied to the formal total synthesis of the anti-HIV natural product (+)-lithospermic acid.

  • 出版日期2011-7-1
  • 单位CSIRO