Author/Authors :
Tapia، نويسنده , , Ricardo A and Alegr??a، نويسنده , , Luz T. Valderrama، نويسنده , , Jaime A and Cortés *، نويسنده , , Manuel and Pautet، نويسنده , , Félix and Fillion، نويسنده , , Houda، نويسنده ,
Abstract :
Reaction of a suitably protected aryllithium derivative with citral, and subsequent deprotection and cyclization was used to obtain dibenzopyran 5, a precursor of the tricyclic quinone 6. Diels–Alder reaction of 6 with 1,3-dimethoxy-1-trimethylsilyloxy-1,3-butadiene 7 led to benzonaphthopyranoquinone 8. The regioselectivity in the dienophilic partner is governed by the remote oxygen of the pyran ring.