Synthesis of 5-alkylidene-6-(dimethylamino)methyl-1,3-cyclohexadienes from α-substituted benzyldimethylammoniomethylides

Article abstract of DOI:10.1055/s-1991-26393

2-Substituted 5-alkylidene-6-(dimethylamino)methyl-1,3-cyclohexadienes (E)-4 and (Z)-4 were prepared by the reaction of α,4-disubstituted dimethyl[(trimethylsilyl)methyl]benzylammonium iodides 2 with cesium fluoride. Their E-isomers were stable at room temperature and could be used in the Diels-Alder reaction. Some related reactions are also described.