Oxidative cyclisation of cis- and trans-2,3-dibenzylbutyrolactones using phenyl iodonium bis(trifluoroacetate) and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone

Authors
Ward, RS Hughes, DD
Citation
Rs. Ward et Dd. Hughes, Oxidative cyclisation of cis- and trans-2,3-dibenzylbutyrolactones using phenyl iodonium bis(trifluoroacetate) and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, TETRAHEDRON, 57(26), 2001, pp. 5633-5639
Citations number
10
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
26
Year of publication
2001
Pages
5633 - 5639
Database
ISI
SICI code
0040-4020(20010625)57:26<5633:OCOCAT>2.0.ZU;2-5
Abstract
A series of cis- and trans-2,3-dibenzylbutyrolactones have been subjected t o oxidative cyclisation using phenyl iodonium bis(trifluoroacetate) and 2,3 -dichloro-5,6-dicyano-1,4-benzoquinon The products obtained include two nov el spirodienones 6 and 11, which rearrange with acid to give the dibenzocyc lo-octadienes 7, and 12 and 13, respectively. (C) 2001 Elsevier Science Ltd . All rightsreserved.