Synthesis of 5,8-dimethoxynaphtho[2,3-c]furan-4(9H)-one

Matthew Piggott, Dieter Wege

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

The synthesis of the title compound, which shares its skeleton with a number of biologically active natural products, is described. The key steps are construction of a 3,4-disubstituted furan by a tandem Diels-Aider-retro-Diels-Alder reaction of an alkyne with 4-phenyloxazole, and an intramolecular Friedel-Crafts acylation. (c) 2006 Elsevier Ltd. All rights reserved.
Original languageEnglish
Pages (from-to)3550-3556
JournalTetrahedron
Volume62
Issue number15
DOIs
Publication statusPublished - 2006

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Acylation
Alkynes
Cycloaddition Reaction
Biological Products
Skeleton
furan

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Piggott, Matthew ; Wege, Dieter. / Synthesis of 5,8-dimethoxynaphtho[2,3-c]furan-4(9H)-one. In: Tetrahedron. 2006 ; Vol. 62, No. 15. pp. 3550-3556.
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Synthesis of 5,8-dimethoxynaphtho[2,3-c]furan-4(9H)-one. / Piggott, Matthew; Wege, Dieter.

In: Tetrahedron, Vol. 62, No. 15, 2006, p. 3550-3556.

Research output: Contribution to journalArticle

TY - JOUR

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AU - Wege, Dieter

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AB - The synthesis of the title compound, which shares its skeleton with a number of biologically active natural products, is described. The key steps are construction of a 3,4-disubstituted furan by a tandem Diels-Aider-retro-Diels-Alder reaction of an alkyne with 4-phenyloxazole, and an intramolecular Friedel-Crafts acylation. (c) 2006 Elsevier Ltd. All rights reserved.

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