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Synlett 1992; 1992(5): 441-443
DOI: 10.1055/s-1992-21374
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The Felkin-Anh Rule in Radical Chemistry: 1,2-Stereoinduction in Radical Addition to Alkenes

Bernd Giese* , Wolfgang Damm, Martin Roth, Margaretha Zehnder
  • *Department of Chemistry, University of Basel, St. Johanns-Ring 19, CH-4056 Basel, Switzerland
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Publication Date:
08 March 2002 (online)

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Alkyl radicals add to chiral alkene 4 [(S)-3-phenyl-1-butene-1,1-dicarbonitrile] stereoselectively. anti-Isomers 5a-c are formed as the major products. This stereoinduction cannot be interpreted by the stability of the different conformers of alkene 4, but is rationalized by the Felkin-Anh model.

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