BISMURRAYAQUINONE-A - SYNTHESIS, CHROMATOGRAPHIC ENANTIOMER RESOLUTION, AND STEREOANALYSIS BY COMPUTATIONAL AND EXPERIMENTAL CD INVESTIGATIONS

Authors
BRINGMANN G LEDERMANN A STAHL M GULDEN KP
Citation
G. Bringmann et al., BISMURRAYAQUINONE-A - SYNTHESIS, CHROMATOGRAPHIC ENANTIOMER RESOLUTION, AND STEREOANALYSIS BY COMPUTATIONAL AND EXPERIMENTAL CD INVESTIGATIONS, Tetrahedron, 51(34), 1995, pp. 9353-9360
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
34
Year of publication
1995
Pages
9353 - 9360
Database
ISI
SICI code
0040-4020(1995)51:34<9353:B-SCER>2.0.ZU;2-2
Abstract
The first total synthesis of a naturally occurring dimeric carbazole a lkaloid, bismurrayaquinone A (4), is described, by oxidation of dimeri c O-demethylmurrayafoline A, a still hypothetic natural product recent ly synthesized. By chromatography on a chiral phase, the two atropoena ntiomers were separated. The absolute configurations of these two rota tional isomers were elucidated by comparison of their calculated spect ra with those measured experimentally.