Aziridines as a protecting and directing group. Stereoselective synthesis of (+)-bromoxone.
[reaction: see text] The directing ability of an aziridine group for the epoxidation of adjacent double bonds is demonstrated. The aziridine group is also used to effectively protect a double bond in a cycloenone system for a short synthesis of the title compound.
Barros
M Teresa
MT
Departamento de Química, Faculdade de Ciências e Tecnologia da Universidade Nova de Lisboa, 2825 Monte da Caparica, Portugal.
Matias
Pedro M
PM
Maycock
Christopher D
CD
Ventura
M Rita
MR