Article ID Journal Published Year Pages File Type
5268045 Tetrahedron Letters 2011 4 Pages PDF
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.
Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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