NEW AGENTS OF BIARYL OXIDATIVE COUPLING IN FLUORO ACID-MEDIUM .6. APPLICATION TO THE SYNTHESIS OF PHENOLIC BISBENZOCYCLOOCTADIENE LIGNANS

Authors
PLANCHENAULT D DHAL R ROBIN JP
Citation
D. Planchenault et al., NEW AGENTS OF BIARYL OXIDATIVE COUPLING IN FLUORO ACID-MEDIUM .6. APPLICATION TO THE SYNTHESIS OF PHENOLIC BISBENZOCYCLOOCTADIENE LIGNANS, Tetrahedron, 51(5), 1995, pp. 1395-1404
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
5
Year of publication
1995
Pages
1395 - 1404
Database
ISI
SICI code
0040-4020(1995)51:5<1395:NAOBOC>2.0.ZU;2-T
Abstract
A systematic study of redox couples in fluoro acid medium has been car ried out for the oxidative coupling of bisbenzocyclooctadiene lignan p recursors. Tl2O3 and Re2O7 were found to be the more efficient reagent s with precursors possessing methylenedioxy substituents far the forme r and only methoxy groups for the latter. Finally, oxidative coupling of a phenolic dibenzylbutane led to a mixture of two BBCOD's, resultin g from para and ortho coupling to the phenolic group.