Total Synthesis of 7‐<i>epi</i>‐Pukalide and 7‐Acetylsinumaximol B

Kirsten McAulay, J. Stephen Clark

Chemistry - A European Journal · 2017 · 29 citations · 39 references

Concepts

Abstract

Convergent total syntheses of the furanocembranoids 7-epi-pukalide and 7-acetylsinumaximol B have been achieved using a one-pot Knoevenagel condensation and thioether-mediated furan-forming reaction. Furan formation proceeds via a sulfur ylide and results in rapid introduction of structural complexity during the coupling of two highly functionalised fragments. The targets have been prepared in 16 steps from (R)-perillyl alcohol.

References

39