Chelate Controlled Intramolecular Diels-Alder Reaction as Key for Synthesis of a Dihydromevinolin Precursor

All articles of this category Trienone 7 was available in reasonable overall yield from enone 8 via siloxycyclopropane derivatives 9 and 10 . SnCl 4 promoted intramolecular Diels-Alder reaction of 7 afforded trans - 6b as major component which was stereoselectively converted by standard procedures into intermediate 5 bearing six stereogenic centres as required for the dihydromevinolin core. Diels-Alder-Reaction intramolecular - Dihydromevinolin - Trienone - Chelate-Control - Lewis Acid