HALOGENOVINYL SULFONES 5¹. SYNTHESIS OF A DIBENZOPYRAN DERIVATIVE FROM AN INTRAMOLECULAR DIELS-ALDER REACTION

On the Endo/Exo Stereoselectivity of Intramolecular Diels−Alder Reactions of Hexadienylacrylates: An Interesting Failure of Density Functional Theory

“…1,3,9-Decatrienone IMDA precursors 1 and 3 were prepared in high yields by esterification of known dienols , entry 1).…”

Halogenovinyl Sulfones. 6.1 Synthesis of Condensed Heterocycles by Diastereoselective Intramolecular Diels−Alder Reactions of Sulfonyl-Substituted Trienes

“…That complex molecules can be constructed in a single step under mild conditions stereo- and regioselectively via intramolecular Diels−Alder reactions of vinyl sulfones might be expected; however, examples of the reactions are rare . Recently, we reported the synthesis of racemic mixtures of dibenzopyran derivatives via a diastereoselective intramolecular Diels−Alder reaction of vinyl sulfones . We were interested in this procedure because it might be applied to the diastereoselective synthesis of heterocyclic compounds having more than one chiral center.…”