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Volumn 51, Issue 3, 1999, Pages 649-670

Conformational study of geissoschizine isomers and their model compounds

Author keywords

[No Author keywords available]

Indexed keywords

GEISSOSCHIZINE;

EID: 0033102175     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/REV-98-512     Document Type: Review
Times cited : (15)

References (60)
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    • note
    • We prefer in the present work to use the stereodescriptor E for clarity and uniformity, even though geissoschizine (2) and geissoschizine methyl ether (22) are genuine natural products.
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    • note
    • In order to make uniform and clarify the conformational presentation of compounds C(3)Hα-C(15)Hα and C(3)Hβ-C(15)Hα compounds, we present the latter compounds (trans relationship) as C(3)Hα-C(15)Hβ compounds, even though in most naturally occurring examples C(15)H is α.
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    • note
    • 2O: 296.1890. Found: 296.1912.
  • 54
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    • 2O: 296.1890. Found: 296.1906.
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    • note
    • 13C NMR data actually point to the preponderance of a chair conformation for ring D.
  • 60
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    • note
    • The tentative shift values for 3a and 3b, taken from the spectrum of the tautomeric mixture of 15-epi-Z-geissoschizine (3), were mainly assigned by using the spectra of compounds (4) and (1), respectively, as models.


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