ISSN:
0030-4921
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A series of substituted hexahydroindolizin-2(3H)-ones and some related ketones have been prepared by Dieckmann condensation of the appropriate diesters. Utilising spectral data, the configurations of these compounds have been assigned, and their conformations discussed with particular reference to the magnitude of the geminal coupling constant (Jgem) for the N—CH2—C(O) protons. With the exception of tetrahydropyrrolizin-2(3H)-one, all the ketones in this study are shown to exist in predominantly trans-fused conformations. In the case of hexahydroindolizin-2(3H) one and hexahydro-2H-quinolizin-3 (4H)-one, the separate contributions to Jgem from the adjacent N lone pair and the carbonyl π electrons are discussed.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1270040208