IRIS

A new approach to useful precursors for the synthesis of isoxazoline-carbocyclic nucleosides is detailed, starting from the readily available N-benzoyl-2,3-oxazanorborn-5-ene and introducing more polar and hydrophilic functionalities through 1,3-dipolar cycloaddition of carbethoxyformonitrile oxide, generated either from the corresponding hydroximoyl chloride or, more conveniently, by catalyzed condensation with ethyl nitroacetate.

Conversion of a nitrosocarbonyl hetero Diels-Alder cycloadduct to useful isoxazoline-carbocyclic aminols.

QUADRELLI, PAOLO;BOVIO, BRUNA;CARAMELLA, PIERLUIGI;
2009-01-01

Abstract

A new approach to useful precursors for the synthesis of isoxazoline-carbocyclic nucleosides is detailed, starting from the readily available N-benzoyl-2,3-oxazanorborn-5-ene and introducing more polar and hydrophilic functionalities through 1,3-dipolar cycloaddition of carbethoxyformonitrile oxide, generated either from the corresponding hydroximoyl chloride or, more conveniently, by catalyzed condensation with ethyl nitroacetate.
2009
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.
TETRAHEDRON
sì
000272603300020
2-s2.0-70449512118
Sì, ma tipo non specificato
Inglese
Internazionale
STAMPA
65
10679
10684
6
Nitrosocarbonyls; Hetero Diels-Alder cycloadditions; aminols
6
info:eu-repo/semantics/article
262
Quadrelli, Paolo; Bovio, Bruna; Piccinini, Achille; Caramella, Pierluigi; De Sarlo, Francesco; Machetti, Fabrizio
1 Contributo su Rivista::1.1 Articolo in rivista
none
1.1 Articolo in rivista
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11571/203210
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 15
  • ???jsp.display-item.citation.isi??? 14
social impact