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.
|Publication status||Published - 2000|
Trembleau, L. A. C., Patiny, L., & Ghosez, L. (2000). Diels-Alder reactions of activated furans to cyclopentenone derivatives: A regiodivergent Diels-Alder approach towards polyfunctionalised cis-hydrindanones. Tetrahedron Letters, 41(33), 6377-6381.