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2000
Volume 20, Issue 2
  • ISSN: 1570-1786
  • E-ISSN: 1875-6255

Abstract

Background: A stereoselective synthetic strategy toward (+)-paecilomycin F is reported. The approach utilizes readily available commercial 2,4,6-trihydroxy benzoic acid and easily accessible chiral R(+)-propylene oxide as starting materials. Methods: The synthesis involves regioselective Grignard reaction, Wittig reaction, Sharpless asymmetric dihydroxylation, Barbier-type allylation, Stille-coupling and ring-closing metathesis as key reactions. Results: The target molecule is produced in a 7-step linear sequence with an overall yield of 20% starting from 2,4,6-trihydroxy benzoic acid or a 12-step sequence with an overall yield of 12.95% starting from R(+)-propylene oxide. Conclusion: The aromatic fragment synthesis was achieved using earlier known protocols starting from 2,4,6-trihydroxy benzoic acid (vide infra).

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/content/journals/loc/10.2174/1570178619666220523094936
2023-02-01
2024-12-11
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