Tetrahedron Letters p. 1643 - 1646 (1998)
Update date:2022-08-04
Topics:
Gianotti, Massimo
Lombardo, Marco
Trombini, Claudio
the trimethylsilyl triflate promoted allylation of nitrones with allyltributylstannane affords O-silylated hydroxylamines in high yield; when the crude reaction mixture is quenched with N-iodosuccinimide, 5-iodomethylisoxazolidines are formed in excellent yields. The overall one-pot two-step process represents a valuable improvement in terms of time, cost and overall yield with respect to the previously reported three stage procedure involving nitrone allylation, hydroxylamine O-silylation, and iodocyclisation.
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