posted on 2017-10-24, 00:00authored byJeremy Nugent, Eliška Matoušová, Martin G. Banwell, Anthony C. Willis
A series
of O- and N-linked 1,6-enynes
(e.g., 11) have been prepared with each subjected to
a palladium-catalyzed intramolecular Alder-ene (IMAE) reaction, thus
producing the isomeric and cyclic 1,4-diene (e.g., 12). These processes proceed most effectively when a triethylsilyl
group is attached to the alkyne moiety and so generating alkenylsilanes
that can be manipulated in various useful ways, including via iododesilylation
(to give, for example, iodoalkene 62).