A novel route to preussomerins via 2-arylacetal anions

Authors
Ragot, JP Prime, ME Archibald, SJ Taylor, RJK
Citation
Jp. Ragot et al., A novel route to preussomerins via 2-arylacetal anions, ORG LETT, 2(11), 2000, pp. 1613-1616
Citations number
20
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
11
Year of publication
2000
Pages
1613 - 1616
Database
ISI
SICI code
1523-7060(20000601)2:11<1613:ANRTPV>2.0.ZU;2-N
Abstract
[GRAPHICS] Dimerization of salicyladehydes provided 6H,12H-6,12-epoxydibenzo[b,f][1,5] dioxocins in multigram quantities. Deprotonation-allylation of the benzylic acetals followed by further functionalization of the diallyl derivative an d double Friedel-Crafts cyclization gave a novel preussomerin analogue whic h possessed the full carbon skeleton of the natural products.