Homochiral Matching in the Diels-Alder Clyclodimerization 2-Vinyl-7-Oxabicyclo[2.2.1]Hept-2-Ene Derivatives

Meerpoel, L.; Vrahami, M. M.; Ancerewicz, J.; Vogel, P.

doi:10.1016/0040-4039(94)88176-6

research article

Homochiral Matching in the Diels-Alder Clyclodimerization 2-Vinyl-7-Oxabicyclo[2.2.1]Hept-2-Ene Derivatives

Meerpoel, L.

•

Vrahami, M. M.

•

Ancerewicz, J.

1994

Tetrahedron Letters

Racemic 6-vinyl-7-oxabicyclo[2.2.1]hept-5-en-2-one, 5-vinyl-7-oxabicyclo[2.2.1]hept-5-en-2-one and their ethylene acetals undergo highly stereoselective Diels-Alder cyclodimerizations. The optically pure semicyclic dienes give the corresponding optically pure dimers with the same ease.