Deuterium incorporation into reserpine

Authors
Lounasmaa, M Berner, M Tolvanen, A Jokela, R
Citation
M. Lounasmaa et al., Deuterium incorporation into reserpine, HETEROCYCLE, 52(1), 2000, pp. 471-474
Citations number
12
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
52
Issue
1
Year of publication
2000
Pages
471 - 474
Database
ISI
SICI code
0385-5414(20000101)52:1<471:DIIR>2.0.ZU;2-B
Abstract
Treatment of reserpine (1) with TFA-d under various conditions demonstrated that deuterium incorporation proceeds much more slowly than the epimerizat ion. Indirect evidence was thereby obtained for the mechanism of the acid-c atalysed epimerization of reserpine (1) that proceeds through C-3-N-b bond cleavage. Furthermore, the effectiveness of TFA as an epimerization reagent was demonstrated.