References
- Valenta , Z. , Yoshimura , H. , Rogers , E. F. , Ternbah , M. and Wiesner , K. 1960 . Tetrahedron Lett. , : 26
- 1969 . The stereochemistry shown for the ethylidene group is based on the work of Shamma . Tetrahedron , 25 : 4347
- Horii , Z. , Imanishi , T. , Kim , S. and Ninomiya , I. 1968 . Chem. Pharm. Bull. , 16 : 1918 For the prototype reaction, see A. C. Cope and M. E. Synerholm, J. Am. Chem. Soc., 72, 5228(1950)
- Weiler , L. and Huckin , S. 1974 . J. Am. Chem. Soc. , 96 : 1082
- Mura , A. J. , Bennett , D. A. and Cohen , T. 1975 . Tetrahedron Lett. , : 4433
- All new compounds were fully characterized by ir, uv, 100 MHz nmr and ms or combustion analyses
- Calcd. for C18H22O3S: C, 67.89; H, 6.96; S, 10.07. Found: C, 67.65; H, 7.09; S, 9.79
- Traces of sulfone were formed in the peracid oxidation. The pure sulfone, mp 169–171°, could be obtained by 3% KMnO4, oxidation of sulfoxides VII
- Buchanan , G. L. 1969 . “Topics in Carbocyclic Chemistry,” , Edited by: Lloyd , D. 199 – 247 . London : Logos Press . For evidence that bicyclo [3, 3, 1] nonan-9-ones normally exist in the chair-chair conformation see the excellent review on this system by A boat conformation of the substituted ring is precluded for thioether VI by the eclipsing interaction between COOR and SPh implied by the axial C-2 hydrogen observed in the nmr
- Nmr spectra were taken in CDCl3, and the multiplicities are based on Eu-shifted spectra. Proton numbering follows structure II. Aromatic protons in the SPh derivative VI are not listed
- Colvin , E. W. and Parker , W. 1965 . J. Chem. Soc. , : 5764