posted on 2013-03-15, 00:00authored byBoris Egart, Dieter Lentz, Constantin Czekelius
The intramolecular bromoamination
of O-allyl-N-tosyl-hydroxylamines
results in the formation of isoxazolidines
via selective 5-endo-tet cyclization.
This process occurs trans-selectively in high yield
and diastereoselectivity. The obtained bromo-isoxazolidines provide
access to other useful building blocks, such as 2-azido-aminoalcohols,
diaminoalcohols, and aziridines.