Diels-Alder reactions of activated furans to cyclopentenone derivatives: A regiodivergent Diels-Alder approach towards polyfunctionalised cis-hydrindanones

Laurent Alain Claude Trembleau, Luc Patiny, Leon Ghosez

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

Cycloaddition of activated furans 10 to 4-methoxycyclopent-2-enone was unexpectedly found to take place with a regioselectivity opposed to that predicted by FMO theory. The reaction represents a direct route towards polyfunctionalised cis-hydrindanones which are key intermediates for the synthesis of ottelione A, a potent inhibitor of tubulin polymerisation. (C) 2000 Elsevier Science Ltd.
Original languageEnglish
Pages (from-to)6377-6381
JournalTetrahedron Letters
Volume41
Issue number33
Publication statusPublished - 2000

Fingerprint Dive into the research topics of 'Diels-Alder reactions of activated furans to cyclopentenone derivatives: A regiodivergent Diels-Alder approach towards polyfunctionalised cis-hydrindanones'. Together they form a unique fingerprint.

  • Cite this