Résumé
Les configurations absolues de certains alkaloïdes de l'aporphine ont été détérminées à partir de leurs courbes de dispersion rotatoire.
Literatur
For pertinent references seeR. H. F. Manske,The Alkaloids (Academic Press, New York 1954), vol. IV, chapter 30.
T. A. Henry,The Plant Alkaloids (Blakiston, Philadelphia 1949), p. 306.
K. W. Bentley andH. M. E. Cardwell, J. chem. Soc.1955, 3252.
M. Shamma, Exper.16, 484 (1960).
R. S. Cahn, C. K. Ingold andV. Prelog, Exper.12, 81 (1956).
W. A. Ayer andW. I. Taylor, J. chem. Soc.1956, 472, and footnote 15 in ref. 8.
J. Kalvoda, P. Buchschacher, andO. Jeger, Helv. chim. Acta38, 1847 (1955).
H. Corrodi andE. Hardegger, Helv. chim. Acta39, 889 (1956).
F. Faltis andE. Adler, Arch. Pharm.284, 281 (1951).
The statement (ref. 3) that (+)-domesticine has been related chemically to (+)-glaucine is not correct.
C. Djerassi,Optical Rotatory Dispersion (McGraw-Hill, New York 1960), especially chapters 10 and 16.
K. Mislow, M. A. W. Glass, R. E. O'Brien, P. Rutkin, D. H. Steinberg, andC. Djerassi, J. Amer. chem. Soc.82, 4740 (1960); J. Amer. chem. Soc., in press.
K. Mislow, Angew. Chem.70, 683 (1958), and leading references listed therein.
G. H. Beaven, D. M. Hall, M. S. Lesslie, andE. E. Turner, J. chem. Soc.1952, 854.
R. Pepinski, Y. Okaya, andT. Ashida, forthcoming publication.
C. Djerassi, E. Lund, E. Bunnenberg, andJ. C. Sheehan, J. org. Chem.26, in press (1961).
Acknowledgement. We are indebted to the National Institutes of Health (grant CRTY-5061) of the U.S. Public Health Service and the National Science Foundation (grant G-10032) for financial assistance and to Mrs.Ruth Records for the optical rotatory dispersion measurements. Thanks are also due to the following investigators for supplying samples of aporphine alkaloids: Drs.R. H. F. Manske, M. Tomita, T. Nakano, T. R. Govindachari, J. Schmutz, andA. Ruegger, and Sandoz Ltd.
Author information
Authors and Affiliations
Additional information
Paper LXII; paper LXI seeC. Djerassi, J. Fishman, andT. Nambara, Exper.17, 565 (1961).
Rights and permissions
About this article
Cite this article
Djerassi, C., Mislow, K. & Shamma, M. Optical rotatory dispersion studies. Configurational assignments among the aporphine alkaloids. Experientia 18, 53–56 (1962). https://doi.org/10.1007/BF02138247
Published:
Issue Date:
DOI: https://doi.org/10.1007/BF02138247