SYNTHESIS OF NONPHENOLIC BISBENZOCYCLOOCTADIENE LIGNAN LACTONES AND APORPHINIC ALKALOIDS, BY OXIDATIVE COUPLING WITH NEW AGENTS IN FLUORO ACID-MEDIUM .4.

Authors
PLANCHENAULT D DHAL R ROBIN JP
Citation
D. Planchenault et al., SYNTHESIS OF NONPHENOLIC BISBENZOCYCLOOCTADIENE LIGNAN LACTONES AND APORPHINIC ALKALOIDS, BY OXIDATIVE COUPLING WITH NEW AGENTS IN FLUORO ACID-MEDIUM .4., Tetrahedron, 49(26), 1993, pp. 5823-5830
Citations number
30
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
26
Year of publication
1993
Pages
5823 - 5830
Database
ISI
SICI code
0040-4020(1993)49:26<5823:SONBLL>2.0.ZU;2-F
Abstract
A systematic study of oxidants used in fluoro acid medium allowed us t o increase notably the number of efficient reagents for the non-phenol ic oxidative coupling of lignan and alkaloid precursors. If dibenzylbu tanolide had no methylenedioxyle group, Re2O7 and RuO2.2H2O were the m ost efficient. With a methylenedioxyle group, best results were obtain ed with Tl2O3, Mn(OAc)3.2H2O and Ce(OH)4. Finally, aporphines were obt ained with good yields with Ce(OH)4, RUO2.2H2O and Fe(OH)(OAC)2.