Author/Authors :
Matsuta، نويسنده , , Yumiko and Kobari، نويسنده , , Takayuki and Kurashima، نويسنده , , Sachiko and Kumakura، نويسنده , , Yuhsuke and Shinada، نويسنده , , Masashi and Higuchi، نويسنده , , Kazuhiro and Kawasaki، نويسنده , , Tomomi، نويسنده ,
Abstract :
An efficient approach to spirocyclic oxindole architecture with vicinal quaternary carbon centers is described. The reaction of 2-allyloxyindolin-3-ones with cyanomethylphosphonate at low reaction temperature proceeds smoothly with consecutive olefination, isomerization, deacylation, and anion-accelerated Claisen rearrangement to give the 3,3-disubstituted oxindoles with vicinal quaternary all-carbon centers in high yield and diastereoselectivity. The oxindoles are readily converted into more synthetically advanced spiro-products.
Keywords :
Isomerization , cascade reactions , Spirooxindoles , Olefination
