Article ID Journal Published Year Pages File Type
5274620 Tetrahedron Letters 2008 4 Pages PDF
Abstract

A series of all-carbon olefins react with glyoxylate derived imines in the presence of a phosphonic acid through an ene reaction. The isolation of the α-aminoester products is a clear indication that Brønsted acids efficiently promote the imino-ene reaction with hydrocarbon nucleophiles to deliver functionalized α-aminoesters in good yield. The reaction scope and preliminary mechanistic investigations are discussed.

Graphical abstractA series of all-carbon olefins react with glyoxylate-derived imines in the presence of a phosphonic acid through an ene reaction. The isolation of the α-aminoester products is a clear indication that Bronsted acids efficiently promote the imino-ene reaction with hydrocarbon nucleophiles to deliver functionalized α-aminoesters in good yield. The reaction scope and preliminary mechanistic investigations are discussed.Download full-size image

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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