Total synthesis of (+)-aureol

  • Org Lett. 2012 Sep 21;14(18):4710-3. doi: 10.1021/ol301715u.
Kevin K W Kuan  1 ,  Henry P Pepper ,  Witold M Bloch ,  Jonathan H George
Affiliations
  • 1. School of Chemistry & Physics, University of Adelaide, North Terrace, Adelaide SA 5005, Australia.
PMID: 22946620 DOI: 10.1021/ol301715u
Abstract

A total synthesis of the marine Sponge meroterpenoid (+)-aureol has been achieved in 12 steps (6% overall yield) from (+)-sclareolide. Key steps of the synthesis include a biosynthetically inspired sequence of 1,2-hydride and methyl shifts, and a biomimetic cycloetherification reaction.

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