Synthesis of 1,3-dienes bearing both electron-donor and acceptor substituents

Article abstract of DOI:10.1016/0040-4039(91)80074-G

Allylic benzodioxinic alcohols were prepared from 1,4-benzodioxin and then submitted to the orhoester Claisen rearrangement and Eschenmoser procedure leading to 3-substituted-2-alkylidene-1,4-benzodioxans. Di-and trisubstituted 1,3-dienes bearing both electron-donor and acceptor substituents were obtained in good yields from these compounds.