Diastereoselective bromocyclization of O-allyl-N-tosyl-hydroxylamines.
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.
Institut für Chemie und Biochemie, Freie Universität Berlin, Takustr. 3, 14195 Berlin, Germany.
Boris
B
Egart
Dieter
D
Lentz
Constantin
C
Czekelius