DOI QR코드

DOI QR Code

A Formal Synthesis of Sirenin

  • Published : 1988.06.20

Abstract

Cleavage of exo-7-substituted-6,8-dioxabicyclo[3.2.1]octanes with acetyl iodide in the predominance of the trans alkene product. This bicyclic ketal fragmentation methodology is utilized to a formal synthesis of sirenin.

Keywords

References

  1. Nature v.221 G. W. Kinzer;A. F. Fentman;T. F. Page;R. L. Foltz;J. P. Vite;G. B. Pitman
  2. Science v.159 R. M. Silverstein;R. G. Brownlee;T. E. Bellas;D. L. Wood;L. E. Browne
  3. J. Org. Chem. v.41 W. E. Gore;G. T. Pearce;R. M. Silverstein
  4. J. Org. Chem. v.43 L. M. Smith;R. G. Smith;T. M. Loehr;G. D. Daves, Jr.;G. E. Daterman;R. H. Wohleb
  5. Science v.130 G. A. Adrouny;V. J. Derbes;R. C. Jung
  6. Tetrahedron Lett. M. Bjorklund;J. G. Jun;B. P. Mundy
  7. Plant Physiol. v.11 L. Machlis
  8. J. Am. Chem. Soc. v.91 P. A. Grieco

Cited by

  1. ChemInform Abstract: A Formal Synthesis of Sirenin. vol.20, pp.1, 1989, https://doi.org/10.1002/chin.198901286
  2. Selective, one-pot synthesis of 2,3,6-trisubstituted pyridine and 2-cyclohexen-1-one derivatives from bicyclic ketals vol.34, pp.1, 1997, https://doi.org/10.1002/jhet.5570340151
  3. Study on the Development of Catalyst System for the Novel Rearrangement Reaction of Bicyclic Ketal Compound vol.28, pp.13, 1988, https://doi.org/10.1080/00397919808004301