SYNTHESES AND TRANSFORMATIONS OF NOVEL NITROGEN AND SULFUR-CONTAININGMORPHINANEDIENES

Authors
CSUTORAS C BERENYI S CZAKO B MAKLEIT S
Citation
C. Csutoras et al., SYNTHESES AND TRANSFORMATIONS OF NOVEL NITROGEN AND SULFUR-CONTAININGMORPHINANEDIENES, Monatshefte fuer Chemie, 128(12), 1997, pp. 1267-1273
Citations number
17
Categorie Soggetti
Chemistry
Journal title
Monatshefte fuer Chemie → ACNP
ISSN journal
00269247
Volume
128
Issue
12
Year of publication
1997
Pages
1267 - 1273
Database
ISI
SICI code
0026-9247(1997)128:12<1267:SATONN>2.0.ZU;2-Y
Abstract
The synthesis of 6-azido-6-demethoxythebaine (10) has been performed s tarting from thebaine (1). Compound 10 undergoes a cycloaddition react ion with the azadienophile PTAD to form bridgehead azide 14. The acid catalyzed rearrangement of isothiocyanato diene 11 obtained from azido diene 10 and thiocyanato dienes 8 and 9 leads to sulfur containing de rivatives of apocodeine (17-20).