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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 6, 1976 - Issue 2
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Original Articles

Cholinergic Compounds. VI. Synthesis of epiallo Desethermuscarine

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Pages 63-68 | Received 27 Oct 1975, Published online: 13 Dec 2006

References

  • Melchiorre , C. , Gualtieri , F. , Giannella , M , Pigini , M. , Cingolani , M. L. , Gamba , G. , Pigini , P. and Rossini, II , L. 1975 . Farmaco, Ed. Sci. , 30, : 300
  • Sundelin , K. G. R. , Wiley , R. A. , Givens , R. S. and Rademacher , D. R. 1973 . J. Med. Chem. , 16 : 235
  • Givens , R. S. , Rademacher , D. R. , Kongs , J. and Dickerson , J. 1974 . Tetr. Letters , : 3211
  • Gualtieri , F. , Giannella , M. , Melchiorre , C. , Pigini , M. , Cingolani , M. L. , Gamba , G. , Pigini , P. and Rossini , L. 1975 . IT Farmaco, Ed. Sci. , 30 : 223
  • Melchiorre , C. , Giannella , M. , Giardina , D. and Gualtieri , F. 1975 . Synt. Comm. , 5 : 95
  • 5% of configuration retention was observed (see experimental)
  • Satisfactory analytical data were obtained for all new compounds. Ir spectra were recorded with a Perkin-Elmer 257 spectrophotometer; nmr spectra were measured on a Jeol C-60 HL spectrometer using TMS or DSS as internal Standards.
  • Miyano , M. , Dorn, , C. R. and Mueller , R. A. 1972 . J.Org.Chem. , 37 : 1810 This is typical for a trans relationship between C-4 methyl and C-3 tosylate groups; see ref 5
  • 1973 . J. M. Hornback, J. Org. Chem. , 38 : 4122 W1/2 = band width at half height; this is typical for a cis relationship between C-4 methyl and C-3 acetate groups and it confirms that inversion took place. See ref. 8 and)

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