Journal
ORGANIC LETTERS
Volume 5, Issue 2, Pages 229-231Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol027386y
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[GRAPHICS] Alkyl nitrones undergo radical addition reactions to a series of alpha,beta-unsaturated amides and esters when subjected to samarium diiodide via a nitrogen equivalent to a ketyl radical anion. This reaction conveniently provides access to a variety of functionalized gamma-amino acids. The methodology was extended to the asymmetric synthesis of 4-substituted gamma-amino acids, via the nitrone radical addition reaction to acrylates/ amides possessing a chiral auxiliary.
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