4.7 Article

An Expeditious Synthesis of Bruguierol A

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 2, Pages 932-934

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo8021204

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Funding

  1. Ministerio de Educacion y Ciencia of Spain [CTQ2007-61048/BQU]

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A very simple strategy for the construction of 2,3-benzofused 8-oxabicyclo[3.2.1]octane derivatives is reported. This new process is based on a platinum-catalyzed tandem intramolecular hydroalkoxylation-hydroarylation reaction of aryl-substituted pentynol derivatives. This reaction has been applied in the key step of the total synthesis of bruguierol A, allowing the synthesis of this natural product in a very straightforward manner.

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