PALLADIUM-CATALYZED ARYLATION AND VINYLATION OF 4-ALKYL SUBSTITUTED 2,3-DIHYDROFURANS - A CATALYTIC SEQUENCE TO ANTI-ALDOL COMPOUNDS

Palladium-catalyzed arylation of 4-alkyl substituted 2,3-dihydrofurans leads regio- and diastereoselectively to trans-2,3-disubstituted 2,3- dihydrofurans, which can be converted to anti-aldol derivatives upon o zonolysis. In contrast, vinylation of the title compounds leads to a m ixture of 2,3- and 2,5-disubstituted dihydrofurans.