Tetrahedron Letters p. 8549 - 8552 (1997)
Update date:2022-08-03
Topics:
Coogan, Michael P.
Gravestock, Michael B.
Knight, David W.
Thornton, Steven R.
Allylthiols 7 react as nucleophiles with nitrones 8 to give intermediate thiahydroxylamines which undergo reverse-Cope cyclisations to provide 1,3-thiazolidine-N-oxides 9; in the case of derivatives of C-phenyl nitrone, thermolysis results in smooth Meisenheimer rearrangement leading to the 1,5,2-oxathiazinane 14.
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