Synthetic and Structural Studies of the Lolium Alkaloids

Journal of Organic Chemistry

Volumn 46, Issue 19, 1981, Pages 3887-3891

  Wilson, Stephen R ^a   Sawicki, Robert A ^a   Huffman, J C ^a  

^a INDIANA UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

LOLINE;

1 BROMOHEMILOLINE; CRYSTALLOGRAPHY; DRUG ANALYSIS; DRUG IDENTIFICATION; DRUG STRUCTURE; DRUG SYNTHESIS; IN VITRO STUDY; INFRARED SPECTROMETRY; LOLIUM ALKALOID; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; THEORETICAL STUDY;

EID: 0019847621     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00332a025     Document Type: Article

References (41)

1. Address correspondence to this author at the Department of Chemistry, New York University, Washington Place, New York, NY 10003.
2. For a somewhat dated review see: Tookey, H. L.; Yates, S. G. An Quim. 1972, 921-935.
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15. Cf.: Pegg, W. J. Ph.D. Thesis, Harvard University, 1973; Diss. Absr. B 1974, 34, 1580.
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29. We thank Dr. S. G. Yates (USDA Northern Regional Research Laboratory, Peoria, IL) for a sample of loline (1).
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35. See paragraph at the end of this paper regarding supplementary material.
36. All computations were performed on a CYBER 172-CDC6600 computer using the Indiana University Molecular Structure Center XTEL interactive program library. The programs were based in part on A. C. Larson's Los Alamos code and J. A. Ibers’ Northwestern University programs. Molecular fitting was by S. C. Nyburg's bmfit, and drawings were by C. Johnson's ortep.
37. Huffman, J. C.; Streib, W. E.; Sporleder, C. R., unpublished work,
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40. Mattocks, A. R. “Phytochemical Ecology”; Harbone, J. B., Ed.; Academic Press: London and New York, 1972; p 179 ff.
41. The poor quality of the structure determination (and resultant large residuals and estimated standard deviations) is due primarily to excessive mosaicity of the crystal as seen in the a scan width (1.5° at half-height).