AN ALTERNATIVE TOTAL SYNTHESIS OF (–)-PYRENOPHOROL

Authors

  • Sridhar Musulla
  • Bharathi Kumari Y
  • Srinivasa Rao . A

Keywords:

pyrenophorol, Ozonolysis, Wittig olefination, cyclodimerization, Mitsunobu cyclization

Abstract

Aim: The aim of the present work is to report an alternative strategy to synthesis of (–)-Pyrenophorol. Methods: In this synthesis all intermediates and target compounds were fully characterized by different spectroscopic techniques such as 1H NMR, 13CNMR and EI-MS. Results and Discussion: The total synthesis of 16-membered C2-symmetric dilactone (–)-Pyrenophorol was prepared from (R, S)-di epoxide in 9 steps with good yields using Wittig olefination and Mitsunobu cyclization as key steps. Conclusion: A short and efficient stereoselective total synthesis of Pyrenophorol (1) has been achieved from the known di epoxide. The key steps includes Wittig olefination and dimerization by Mitsunobu cyclization.

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Published

12-09-2018