Oxidative cyclisation of 3,4-dibenzyltetrahydrofurans using ruthenium tetra(trifluoroacetate)

Citation
Rs. Ward et Dd. Hughes, Oxidative cyclisation of 3,4-dibenzyltetrahydrofurans using ruthenium tetra(trifluoroacetate), TETRAHEDRON, 57(10), 2001, pp. 2057-2064
Citations number
22
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
10
Year of publication
2001
Pages
2057 - 2064
Database
ISI
SICI code
0040-4020(20010303)57:10<2057:OCO3UR>2.0.ZU;2-M
Abstract
A series of trans-3,4-dibenzyltetrahydrofurans has been synthesised and sub jected to oxidative cyclisation using ruthenium tetra(trifluoroacetate), af fording dibenzocyclooctadiene lignans belonging to the isostegane series, i n high yields. Since no evidence was found for the formation of the corresp onding stegane isomers it is assumed that the reactions proceed with comple te diastereoselectivity. (C) 2001 Elsevier Science Ltd. All rights reserved .