The Synthesis of chiral beta-ketosulfoxides by enantioselective oxidation and their stereocontrolled reduction to beta-hydroxysulfoxides (Articolo in rivista)

Type

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

Label

• The Synthesis of chiral beta-ketosulfoxides by enantioselective oxidation and their stereocontrolled reduction to beta-hydroxysulfoxides (Articolo in rivista) (literal)

Anno

• 2006-01-01T00:00:00+01:00 (literal)

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

• 10.1016/j.tetasy.2005.12.004 (literal)

Alternative label

• Cardellicchio C. 1, Hassan Omar O. 1, Naso F. 1, Capozzi M.A.M. 2, Capitelli F. 3, Bertolasi V. 4 (2006)
  The Synthesis of chiral beta-ketosulfoxides by enantioselective oxidation and their stereocontrolled reduction to beta-hydroxysulfoxides
  in Tetrahedron: asymmetry (Online)
  (literal)

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

• Cardellicchio C. 1, Hassan Omar O. 1, Naso F. 1, Capozzi M.A.M. 2, Capitelli F. 3, Bertolasi V. 4 (literal)

Pagina inizio

• 223 (literal)

Pagina fine

• 229 (literal)

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

• 17 (literal)

Rivista

• Tetrahedron: asymmetry (Rivista)

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

• 2 (literal)

Note

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

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

• 1 - CNR-ICCOM, Bari 2 - Dip. di Scienze Agro-ambientali, Chimica e Difesa Vegetale, Univ. di Foggia 3 - CNR-IC, Bari 4 - Dip. di Chimica e Centro di Strutturistica Diffrattometrica, Univ. di Ferrara (literal)

Titolo

• The Synthesis of chiral beta-ketosulfoxides by enantioselective oxidation and their stereocontrolled reduction to beta-hydroxysulfoxides (literal)

Abstract

• Various chiral non-racemic b-ketosulfoxides, a class of compounds frequently used in asymmetric synthesis, were prepared in good yields by tert-butyl hydroperoxide oxidation of the corresponding sulfides in the presence of a complex between titanium and (S,S)-hydrobenzoin. The ee values of almost all of the purified products were >98%. As ascertained by X-ray analysis and/ or by NMR spectroscopy, the use of the (S,S)-form of the ligand led to aryl b-ketosulfoxides with (RS)-configuration and to methyl phenacyl sulfoxide with the (SS)-configuration. Some of the aryl ketosulfoxides were subjected to reduction with DIBAL-H/ZnCl2 and the corresponding b-sulfinylalcohols with an (R,RS)-configuration produced. (literal)

Prodotto di

• Sviluppo e Applicazioni di Metodi Cristallografici (PM.P06.002.001) (Modulo)
• Institute of Crystallography (IC) (Istituto)

Autore CNR

• FRANCESCO NASO (Persona)
• COSIMO CARDELLICCHIO (Persona)
• FRANCESCO CAPITELLI (Unità di personale interno)
• OMAR HASSAN OMAR (Persona)

Incoming links:

Prodotto

• Institute of Crystallography (IC) (Istituto)
• Sviluppo e Applicazioni di Metodi Cristallografici (PM.P06.002.001) (Modulo)

Autore CNR di

• OMAR HASSAN OMAR (Persona)
• COSIMO CARDELLICCHIO (Persona)
• FRANCESCO CAPITELLI (Unità di personale interno)
• FRANCESCO NASO (Persona)

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

• Tetrahedron: asymmetry (Rivista)