ortho-quinone methides from para-quinones

Total synthesis of rubioncolin B

Jean Philip Lumb, Kevin C. Choong, Dirk Trauner

Research output: Contribution to journalArticle

Abstract

A concise synthesis of rubioncolin B is described, which features an unprecedented intramolecular Diels-Alder reaction involving an ortho-quinone methide and a naphthofuran moiety. The ortho-quinone methide is generated through a surprisingly facile tautomerization of a para-quinone.

Original languageEnglish (US)
Pages (from-to)9230-9231
Number of pages2
JournalJournal of the American Chemical Society
Volume130
Issue number29
DOIs
StatePublished - Jul 23 2008

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Quinones
Cycloaddition Reaction
quinone methide
benzoquinone

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

ortho-quinone methides from para-quinones : Total synthesis of rubioncolin B. / Lumb, Jean Philip; Choong, Kevin C.; Trauner, Dirk.

In: Journal of the American Chemical Society, Vol. 130, No. 29, 23.07.2008, p. 9230-9231.

Research output: Contribution to journalArticle

Lumb, Jean Philip ; Choong, Kevin C. ; Trauner, Dirk. / ortho-quinone methides from para-quinones : Total synthesis of rubioncolin B. In: Journal of the American Chemical Society. 2008 ; Vol. 130, No. 29. pp. 9230-9231.
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