SYNTHESIS OF (+ -)-CATHENAMINE AND (+/-)-19-EPI-CATHENAMINE, ISOLATEDAS THEIR C-21-ALPHA-CYANO DERIVATIVES/

Authors
LOUNASMAA M JOKELA R HANHINEN P ANTTILA U
Citation
M. Lounasmaa et al., SYNTHESIS OF (+ -)-CATHENAMINE AND (+/-)-19-EPI-CATHENAMINE, ISOLATEDAS THEIR C-21-ALPHA-CYANO DERIVATIVES/, Heterocycles, 45(4), 1997, pp. 779-786
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
45
Issue
4
Year of publication
1997
Pages
779 - 786
Database
ISI
SICI code
0385-5414(1997)45:4<779:SO(-A(>2.0.ZU;2-A
Abstract
A short synthetic route from the easily accessible O-Boc-Z-geissoschiz ine (2a) to (+/-)-cathenamine (3) and (+/-)-19-epicathenamine (4) is p resented. Both compounds, which are important biogenetic intermediates in the formation of heteroyohimbine alkaloids, were isolated as their synthetic equivalents, (+/-)-21 alpha-cyanotetrahydroalstonine (5) an d (+/-)-21 alpha-cyano-19-epiajmalicine (6), respectively.