Zusammenfassung
Die Struktur desAspidosperma-Alkaloids Pyrifolidin (I) wird durch Protonresonanz und durch Vergleich mit Aspidospermin und Aspidocarpin bewiesen. Dieses Alkaloid ist in seiner absoluten Konfiguration ein Antipode des Aspidospermins.
Literatur
B. Gilbert, L. D. Antonaccio, A. A. P. G. Archer, andC. Djerassi, Exper.16, 61 (1960).
For definition of δ, see1, as well asC. Djerassi, T. Nakano, A. N. James, L. H. Zalkow, E. J. Eisenbraun, andJ. N. Shoolery, J. org. Chem., in press.
SeeJ. R. Chalmers, H. T. Openshaw, andG. F. Smith, J. chem. Soc.1957, 115.
K. Biemann, Tetrahedron Letters No. 15, 9 (1960).
K. Biemann andM. Friedmann-Spitteler, Tetrahedron Letters, in press.
S. McLean, K. Palmer, andL. Marion, Can. J. Chem.38, 1547 (1960).
SeeC. Djerassi,Optical Rotatory Dispersion (McGraw-Hill Book Co., New York 1960).
This biogenetically attractive structure has been suggested byG. F. Smith andJ. T. Wrobel, J. chem. Soc.1960, 1463.
H. Kny andB. Witkop, J. org. Chem.25, 635 (1960).
F. Walls, O. Collera, andA. Sandoval, Tetrahedron2, 173 (1958).
See also,P. N. Edwards andG. F. Smith, Proc. chem. Soc.1960, 215.
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Paper XXV,C. Djerassi, A. A. P. G. Archer, T. George, B. Gilbert, J. N. Shoolery, andL. F. Johnson, Exper.16, 532 (1960).
Acknowledgement. Financial support has been provided by grant H-5048 of the National Heart Institute, National Institutes of Health (U.S. Public Health Service), and by the Conselho Nacional de Pesquisas (Brazil). The postdoctorate research fellowship ofB. Gilbert in Rio de Janeiro was financed from a grant of the Rockefeller Foundation in support of a collaborative research program between Stanford University and the Instituto de Quimica Agricola, Rio de Janeiro (Brazil).
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Djerassi, C., Gilbert, B., Shoolery, J.N. et al. Alkaloid studies XXVI. The constitution of pyrifolidine. Experientia 17, 162–163 (1961). https://doi.org/10.1007/BF02160358
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DOI: https://doi.org/10.1007/BF02160358