NEW STUDIES AND A REINVESTIGATION ON [4-)-THEBAINE - ASYMMETRICAL DIELS-ALDER REACTIONS WITH A CONFORMATIONALLY FIXED CHIRAL DIENE(2] CYCLOADDITIONS OF ()

Citation
U. Pindur et D. Keilhofer, NEW STUDIES AND A REINVESTIGATION ON [4-)-THEBAINE - ASYMMETRICAL DIELS-ALDER REACTIONS WITH A CONFORMATIONALLY FIXED CHIRAL DIENE(2] CYCLOADDITIONS OF (), Liebigs Annalen der Chemie, (9), 1993, pp. 947-953
Citations number
52
Categorie Soggetti
Chemistry
Journal title
ISSN journal
01702041
Issue
9
Year of publication
1993
Pages
947 - 953
Database
ISI
SICI code
0170-2041(1993):9<947:NSAARO>2.0.ZU;2-3
Abstract
Some novel Diels-Alder reactions of the opium alkaloid (-)-thebaine (1 ) as an electron-rich diene and a reinvestigation of its reactions wit h cyclic and acyclic dienophiles are described. The pi-facial selectiv ity has been studied on the basis of structural analyses of the cycloa dducts. Some related results on [4 + 2] cycloaddition reactions of 1-m ethoxy-1,3-cyclohexadiene (11) are also reported.