The imination of chiral cinnamyl 2-(1-dimethylaminoethyl)ferrocenyl selenides with [N-(toluene-p-sulfonyl)imino]-phenyliodinane and chloramine-T affords the corresponding chiral allylic amines via[2,3]sigmatropic rearrangement of the selenimide intermediates with up to 87% ee, highly diastereoselective imination of selenides and highly stereospecific [2,3]sigmatropic rearrangement being shown.
Y. Nishibayashi, T. Chiba, K. Ohe and S. Uemura, J. Chem. Soc., Chem. Commun., 1995, 1243 DOI: 10.1039/C39950001243
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