THE FORMATION OF DIBENZODIOXOCIN STRUCTURES BY OXIDATIVE COUPLING - AMODEL REACTION FOR LIGNIN BIOSYNTHESIS

Authors
KARHUNEN P RUMMAKKO P SIPILA J BRUNOW G KILPELAINEN I
Citation
P. Karhunen et al., THE FORMATION OF DIBENZODIOXOCIN STRUCTURES BY OXIDATIVE COUPLING - AMODEL REACTION FOR LIGNIN BIOSYNTHESIS, Tetrahedron letters, 36(25), 1995, pp. 4501-4504
Citations number
5
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
25
Year of publication
1995
Pages
4501 - 4504
Database
ISI
SICI code
0040-4039(1995)36:25<4501:TFODSB>2.0.ZU;2-P
Abstract
Oxidation of o,o'-dihydroxybiphenyl compounds together with coniferyl alcohol yields substituted 6,7-dihydro-dibenzo-(e,g)(1,4)-dioxocins, t hat represent a novel type of linkage in softwood lignins. The mechani sm of formation of the 8-membered ring involves intramolecular nucleop hilic addition to an intermediate quinone methide structure.