Synthesis of cyclic dienamide using ruthenium-catalyzed ring-closing metathesis of ene-ynamide.
[reaction: see text] Ring-closing metathesis of ene-ynamide using the second-generation Grubbs' catalyst produced nitrogen-containing heterocycles, which have dienamide moieties, in high yields. Diels-Alder reaction of the cyclized product and dienophile proceeded smoothly to afford a bi- or tricyclic compound.
Saito
Nozomi
N
Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan.
Sato
Yukako
Y
Mori
Miwako
M
D000475:Alkenes / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry; D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D001685:Biological Factors / Q000138:chemical synthesis; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D012428:Ruthenium / Q000737:chemistry
D000475:Alkenes; D000480:Alkynes; D000577:Amides; D001685:Biological Factors; D006571:Heterocyclic Compounds; D012428:Ruthenium