The cycloaddition of bromonitrile oxide to monosubstituted olefins has a high regioselectivity yielding 3-bromo-5-substituted isoxazolines contaminated by minor amounts (4-9%) of the 4- substituted isomer. The adducts of bromonitrile oxide to allyl a3lcohol and N-protected allylamine were employed as key intermediates in the preparation of racemic dihydromuscimol (DHM). The synthesis of (R)-(-)-and (S)-(+)-DHM was accomplished by ...
