4.7 Article

Total Synthesis of (-)-Goniotrionin

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 8, Pages 4046-4062

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo3004106

Keywords

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Funding

  1. FAEP-UNICAMP
  2. FAPESP
  3. CNPq
  4. INCT-INOFAR (Proc. CNPq) [573.564/2008-6]

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A stereoselective total synthesis of the reported structure of goniotrionin (4) has been accomplished. The key steps involved the opening of a chiral epoxide, a highly diastereoselective Mukaiyama aerobic oxidative cyclization, a selective 1,2-syn Mukaiyama aldol reaction, and a Noyori reduction.

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