Transfer of chirality of tetraco-ordinate nitrogen to carbon atom occurred in the thermal sigmatropic rearrangement of (+)-N-trans-but-2-enyl-N-ethyl-p-toluidine oxide to (+)-O-1-methylprop-2-enyl-N-ethyl-p-tolylhydroxylamine, whose absolute configuration was correlated with (S)-(+)-butan-2-ol.
M. Moriwaki, S. Sawada and Y. Inouye, J. Chem. Soc. D, 1970, 419 DOI: 10.1039/C29700000419
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