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Synfacts 2008(12): 1323-1323  
DOI: 10.1055/s-0028-1083598
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Sn-Free Radical Addition of Acyloxymethyl to Imines

Contributor(s): Paul Knochel, Andreas J. Wagner
K.-i. Yamada, M. Nakano, M. Maekawa, T. Akindele, K. Tomioka*
Kyoto University, Japan
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Publication History

Publication Date:
20 November 2008 (online)

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Significance

Iodomethyl esters were converted into the corresponding acyloxymethyl radicals and successfully underwent addition to the C=N bond of various protected imines. The resulting aminoethyl esters are then readily cleaved by KOH yielding N,2-disubstituted 2-aminoethanol derivatives.