New approach to bicyclo[5.3.0]decanes: stereoselective guaiane synthesis.

نویسندگان

  • Yoann Coquerel
  • Andrew E Greene
  • Jean-Pierre Deprés
چکیده

[reaction: see text] A conceptually new and highly versatile approach to bicyclo[5.3.0]decanes, based on dichloroketene cycloaddition-diazoalkane ring expansion, is disclosed, and its relevance to natural product synthesis is demonstrated through the preparation of three guaiane sesquiterpenes. A concise total synthesis of a guaian-8,12-olide, 6-deoxygeigerin, highlights the effectiveness of the new methodology.

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عنوان ژورنال:
  • Organic letters

دوره 5 23  شماره 

صفحات  -

تاریخ انتشار 2003