Synthesis of hydronaphthalenes through coupling of enyne carbonyl compounds that contain pendant alkene groups with Fischer carbene complexes.
The coupling of enyne carbonyl compounds that contain pendant alkene groups with Fischer carbene complexes to afford furans that contain pendant alkene groups is described. Subsequent intramolecular Diels-Alder reactions are effective in select cases, resulting in hydronaphthalene systems after dehydration. Although the Diels-Alder event is thermodynamically unfavorable, the overall transformation of alkene-furans to dihydronaphthalenes is a favorable process.
Kumar-Patti
Rajesh
R
Department of Chemistry & Biochemistry, New Mexico State University, Las Cruces, NM, 88003, USA.
Duan
Shaofeng
S
Camacho-Davila
Alejandro
A
Waynant
Kris
K
Dunn
Kenneth A
KA
Herndon
James W
JW