Preparation of 2-BF3-substituted 1,3-dienes and their Diels-Alder/cross-coupling reactions.
[reaction: see text] 2-BF3-substituted 1,3-butadienes with potassium and tetrabutylammonium counterions have been prepared in gram quantities from chloroprene via a simple synthetic procedure. The potassium salt of this new main group element substituted diene has been characterized by 1H, 13C, 11B, and 19F NMR. Diels-Alder reactions of these dienes with ethyl acrylate and methyl vinyl ketone are reported, as well as subsequent Pd-catalyzed cross-coupling reactions of those Diels-Alder adducts.
De
Subhasis
S
Department of Chemistry, Wake Forest University, P.O. Box 7486, Winston-Salem, North Carolina 27109, USA.
Welker
Mark E
ME