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HERO ID
7955692
Reference Type
Journal Article
Title
LUPIN ALKALOIDS .7. THE STRUCTURE OF ANGUSTIFOLINE, AN ALKALOID OF LUPINUS-ANGUSTIFOLIUS, IN SOLUTION
Author(s)
Wysocka, W; Przybyl, A; Brukwicki, T
Year
1994
Is Peer Reviewed?
1
Journal
Monatshefte fur Chemie / Chemical Monthly
ISSN:
0026-9247
EISSN:
1434-4475
Volume
125
Issue
11
Page Numbers
1267-1272
Language
English
DOI
10.1007/BF00813813
Web of Science Id
WOS:A1994PU43100013
Abstract
The1H and13C NMR spectra of the lupin alkaloid angustifoline1 in four solvents (cyclohexane-d12, CDCl3, CD3CN, and C6D6) were assigned using 2D H,H and H,C COSY and 2D J-resolved spectra. The torsional HCCH angles calculated from the vicinal JHH coupling constants are essentially in agreement with those expected for the deformed all-chair conformation with endo oriented N(12)-H bond, reported earlier for 1 in the solid state. Some arguments seem to point, however, to a small contribution of other conformations: with ring A deformed in another direction, deformed all-chair with exo oriented N(12)-H bond and/or a conformation with ring C in the boat form. 1994 Springer-Verlag.
Keywords
ANGUSTIFOLINE; CONFORMATION; NMR, QUINOLIZIDINE ALKALOIDS
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