Variable Strategy toward Carbasugars and Relatives. 5. Focus on Preparation of Chiral Nonracemic Medium-Sized Carbocycles (Articolo in rivista)

Type

• Articolo in rivista (Classe)
• Prodotto della ricerca (Classe)

Label

• Variable Strategy toward Carbasugars and Relatives. 5. Focus on Preparation of Chiral Nonracemic Medium-Sized Carbocycles (Articolo in rivista) (literal)

Anno

• 2003-01-01T00:00:00+01:00 (literal)

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

• 10.1021/jo0344539 (literal)

Alternative label

• Gloria Rassu, Luciana Auzzas, Luigi Pinna, Vincenzo Zambrano, Franca Zanardi, Lucia Battistini, Enrico Gaetani, Claudio Curti, Giovanni Casiraghi (2003)
  Variable Strategy toward Carbasugars and Relatives. 5. Focus on Preparation of Chiral Nonracemic Medium-Sized Carbocycles
  in Journal of organic chemistry (Online); ACS, American chemical society, Washington, DC (Stati Uniti d'America)
  (literal)

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

• Gloria Rassu, Luciana Auzzas, Luigi Pinna, Vincenzo Zambrano, Franca Zanardi, Lucia Battistini, Enrico Gaetani, Claudio Curti, Giovanni Casiraghi (literal)

Pagina inizio

• 5881 (literal)

Pagina fine

• 5885 (literal)

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

• http://pubs.acs.org/doi/abs/10.1021/jo0344539 (literal)

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

• 68 (literal)

Rivista

• Journal of organic chemistry (Rivista)

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

• 5 (literal)

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

• 15 (literal)

Note

• ISI Web of Science (WOS) (literal)
• Scopus (literal)

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

• Gloria Rassu, Luciana Auzzas, Vincenzo Zambrano (literal)

Titolo

• Variable Strategy toward Carbasugars and Relatives. 5. Focus on Preparation of Chiral Nonracemic Medium-Sized Carbocycles (literal)

Abstract

• The feasibility of sequential vinylogous aldol (intermolecular)/silylative aldol (intramolecular) addition reactions involving furan- and pyrrole-based dienoxysilanes, 6 and 12, in the synthesis of carbasugar frameworks is illustrated by the preparation of the scantily investigated carbaseptanose and carbaoctanose representatives of this class of compounds. The target compounds, 1, 2, 3, ent-2, ent-3, and 4, were obtained from readily available carbohydrate precursors (5 and 19) in yields of 21-30% over 8-12 steps. The irreversible silylative ring-closing aldolisation of ?-substituted dihydro-5H-furan-2-one and pyrrolidin-2-one aldehydes (9, 16, ent-16, and 22) driven by the TBSOTf/Pri2EtN Lewis acid-Lewis base couple was shown to be a practical, diastereoselective maneuver to forge the densely functionalized, medium-sized core carbocycles. (literal)

Editore

• ACS, American chemical society (Editore)

Prodotto di

• Istituto di chimica biomolecolare (ICB) (Istituto)

Autore CNR

• GLORIA MARIA RITA RASSU (Unità di personale interno)
• VINCENZO ZAMBRANO (Persona)
• LUCIANA AUZZAS (Persona)

Insieme di parole chiave

• Keywords of "Variable Strategy toward Carbasugars and Relatives. 5. Focus on Preparation of Chiral Nonracemic Medium-Sized Carbocycles" (Insieme di parole chiave)

Incoming links:

Autore CNR di

• LUCIANA AUZZAS (Persona)
• GLORIA MARIA RITA RASSU (Unità di personale interno)
• VINCENZO ZAMBRANO (Persona)

Prodotto

• Istituto di chimica biomolecolare (ICB) (Istituto)

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

• Journal of organic chemistry (Rivista)

Editore di

• ACS, American chemical society (Editore)

Insieme di parole chiave di

• Keywords of "Variable Strategy toward Carbasugars and Relatives. 5. Focus on Preparation of Chiral Nonracemic Medium-Sized Carbocycles" (Insieme di parole chiave)