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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.
2007
The Organic Chemistry/Polymer Science category includes resources concerned with the related fields of organic chemistry and polymer science. The organic chemistry resources deal with compounds of carbon with the exception of certain simple ones, such as the carbon oxides, carbonates, cyanides and cyanates (see Inorganic & Nuclear Chemistry). This category includes research on synthetic and natural organic compounds that may include other elements, such as hydrogen and oxygen, but also nitrogen, halogens, sulphur and phosphorous. Resources concerned with hydrocarbons, organic compounds containing only the elements carbon and hydrogen, are also included in this category. Examples are the alkanes, alkenes, alkynes and aromatics, such as benzene and naphthalene. Polymer science includes all resources dealing with the study, production and technology of polymers, which are compounds composed of very large molecules made up of repeating molecular units (monomers). Polymers may be natural substances, such as polysaccharides or proteins, or synthetic materials, such as nylon or polyethylene.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
sì
000251917400003
2-s2.0-37549057994
Sì, ma tipo non specificato
Inglese
Internazionale
STAMPA
6003
6015
13
Nitrosocarbonyl; cycloadditions; nucleosides
no
5
info:eu-repo/semantics/article
262
Quadrelli, Paolo; Mella, Mariella; Carosso, Serena; Bovio, Bruna; Caramella, Pierluigi
1 Contributo su Rivista::1.1 Articolo in rivista
none
1.1 Articolo in rivista
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11571/116070
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