Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5268045 | Tetrahedron Letters | 2011 | 4 Pages |
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.
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Authors
Yumiko Matsuta, Takayuki Kobari, Sachiko Kurashima, Yuhsuke Kumakura, Masashi Shinada, Kazuhiro Higuchi, Tomomi Kawasaki,