3-Benzoyl-2-oxa-3-azabicyclo[2.2.2]oct-5-ene undergoes cycloaddition with benzonitrile oxide to afford a mixture of syn and anti regioisomeric cycloadducts. The anti cycloadducts were easily elaborated to stereodefined isoxazoline-based carbocyclic aminols that serve as synthons for the linear construction of purine nucleosides.
A straightforward synthesis of isoxazoline-carbocyclic nucleosides from 1,3-cyclohexadiene through nitrosocarbonyl chemistry
QUADRELLI, PAOLO;MELLA, MARIELLA;BOVIO, BRUNA;CARAMELLA, PIERLUIGI
2007-01-01
Abstract
3-Benzoyl-2-oxa-3-azabicyclo[2.2.2]oct-5-ene undergoes cycloaddition with benzonitrile oxide to afford a mixture of syn and anti regioisomeric cycloadducts. The anti cycloadducts were easily elaborated to stereodefined isoxazoline-based carbocyclic aminols that serve as synthons for the linear construction of purine nucleosides.File in questo prodotto:
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