Self-immolative asymmetric synthesis in the allylic rearrangement of an optically active amine oxide
- 1 January 1970
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society D: Chemical Communications
- No. 7,p. 419-420
- https://doi.org/10.1039/c29700000419
Abstract
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.Keywords
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