http://www.cnr.it/ontology/cnr/individuo/prodotto/ID15891

Variable Strategy toward Carbasugars and Relatives. 2. Diversity-Base Synthesis of Beta-D-Xylo, Beta-D-Ribo, Beta-L-Arabino, and Beta-L-Lyxo 4a-Carbafuranoses and (4a-Carbafuranosyl)thiols (Articolo in rivista)

Type

Label

Variable Strategy toward Carbasugars and Relatives. 2. Diversity-Base Synthesis of Beta-D-Xylo, Beta-D-Ribo, Beta-L-Arabino, and Beta-L-Lyxo 4a-Carbafuranoses and (4a-Carbafuranosyl)thiols (Articolo in rivista) (literal)

Anno

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

Alternative label

Rassu, G.; Auzzas, L.; Pinna, L.; Zambrano, V.; Battistini, L.; Zanardi, F.; Marzocchi, L.; Acquotti, D.; Casiraghi, G (2001)
Variable Strategy toward Carbasugars and Relatives. 2. Diversity-Base Synthesis of Beta-D-Xylo, Beta-D-Ribo, Beta-L-Arabino, and Beta-L-Lyxo 4a-Carbafuranoses and (4a-Carbafuranosyl)thiols
in Journal of organic chemistry; ACS, American chemical society, Washington, DC (Stati Uniti d'America)
(literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

Rassu, G.; Auzzas, L.; Pinna, L.; Zambrano, V.; Battistini, L.; Zanardi, F.; Marzocchi, L.; Acquotti, D.; Casiraghi, G (literal)

Pagina inizio

Pagina fine

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#url

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

Rivista

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo

Note

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

Pinna, L.; Università degli Studi di Sassari, Dipartimento di Chimica, Via Vienna 2, 07100 Sassari, Italy Battistini, L.; Zanardi, F.; Marzocchi, L.; Casiraghi, G. Università di Parma, Dipartimento Farmaceutico, Italy Acquotti, D.; Centro Interfacolta` di Misure \"G. Casnati\", Universita` di Parma, 43100 Parma, Italy (literal)

Titolo

Variable Strategy toward Carbasugars and Relatives. 2. Diversity-Base Synthesis of Beta-D-Xylo, Beta-D-Ribo, Beta-L-Arabino, and Beta-L-Lyxo 4a-Carbafuranoses and (4a-Carbafuranosyl)thiols (literal)

Abstract

The silyloxy diene-based construction of carbasugars, previously exploited for the synthesis of four carbocyclic furanose and pyranose analogues, has been investigated further. By introducing a novel silylative cycloaldolization protocol and by adjusting a couple of minor transformations, the efficiency of this synthetic sequence was greatly improved. Through a series of lactone/thiolactone aldehyde cyclization precursors, four carbafuranoses (4a-carba-beta-D-xylofuranose, 4a-carba-beta-D-ribofuranose, 4a-carba-beta-L-arabinofuranose, and 4a-carba-beta-L-lyxofuranose) and four (carbafuranosyl)thiols [(4acarba-beta- D-xylofuranosyl)thiol, (4a-carba-beta-D-ribofuranosyl)thiol, (4a-carba-beta-L-arabinofuranosyl)- thiol, and (4a-carba-beta-L-lyxofuranosyl)thiol] were assembled. From this study, it was shown that these constructions tolerate a variety of precursors, and in many instances, they are suitable for scaling-up. (literal)

Editore