Geometry of tricyclic quinolizidine-piperidine alkaloids in solution by NMR spectroscopy

Citation
T. Brukwicki et W. Wysocka, Geometry of tricyclic quinolizidine-piperidine alkaloids in solution by NMR spectroscopy, J MOL STRUC, 474, 1999, pp. 215-222
Citations number
20
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF MOLECULAR STRUCTURE
ISSN journal
00222860 → ACNP
Volume
474
Year of publication
1999
Pages
215 - 222
Database
ISI
SICI code
0022-2860(19990101)474:<215:GOTQAI>2.0.ZU;2-N
Abstract
The Haasnoot equation was used to determine HCCH spectroscopy dihedral angl es from H-1 NMR spectroscopy in tricyclic quinolizidine-piperidine alkaloid s in solution: seco(11,12)- 12,13-didehydromultiflorine (1), seco(11,13-)- 5,6-didehydromultiflorine (2) and angustifoline (3). Ring C in the three al kaloids has quite a regular chair conformation. Ring B is a flattened chair in 1 and 3 and a sofa in 2. The geometry of 2 is similar to that of cytisi ne (4). (C) 1998 Elsevier Science Ireland Ltd. All rights reserved.