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Titolo:
Synthesis of fused triazole-piperidinoses: a free radical cyclization approach
Autore:
Marco-Contelles, J; Rodriguez-Fernandez, M;
Indirizzi:
CSIC, Inst Quim Organ Gen, Lab Radicales Libres, E-28006 Madrid, Spain CSIC Madrid Spain E-28006 n, Lab Radicales Libres, E-28006 Madrid, Spain
Titolo Testata:
TETRAHEDRON LETTERS
fascicolo: 3, volume: 41, anno: 2000,
pagine: 381 - 384
SICI:
0040-4039(20000115)41:3<381:SOFTAF>2.0.ZU;2-5
Fonte:
ISI
Lingua:
ENG
Soggetto:
NUCLEOSIDES; IMIDAZOLES; INHIBITORS; PYRROLES;
Keywords:
glycosidase inhibitors; free radicals; azole-piperidinoses; triazoles;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
22
Recensione:
Indirizzi per estratti:
Indirizzo: Marco-Contelles, J CSIC, Inst Quim Organ Gen, Lab Radicales Libres, Juan Cierva 3, E-28006 Madrid, Spain CSIC Juan Cierva 3 Madrid Spain E-28006 Madrid, Spain
Citazione:
J. Marco-Contelles e M. Rodriguez-Fernandez, "Synthesis of fused triazole-piperidinoses: a free radical cyclization approach", TETRAHEDR L, 41(3), 2000, pp. 381-384

Abstract

A new strategy has been reported for the synthesis of fused triazole-piperidinoses featuring an unprecedented 6-exo-trig free radical cyclization onto conveniently functionalized 1,2,3-triazoles contained in sugar templates. These compounds are potential key intermediates for the synthesis of azole-glycosidase inhibitors. Radical precursors have been prepared by standard methodologies from 1,2:5,6-di-O-isopropylidene-alpha-D-allofuranose The key6-exo-trig free radical cyclizations using tris(trimethylsilyl)silane/AIBNin toluene, yielded the desired aza-annulated sugars in moderate yields. (C) 2000 Elsevier Science Ltd. All rights reserved.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 12/07/20 alle ore 08:27:13