Condensation of beta-hydroxy sulfones and vinyl sulfones with aldehydes and ketones using phenyllithium as base - ENSTA Paris - École nationale supérieure de techniques avancées Paris Accéder directement au contenu
Article Dans Une Revue Comptes Rendus. Chimie Année : 2004

Condensation of beta-hydroxy sulfones and vinyl sulfones with aldehydes and ketones using phenyllithium as base

Résumé

Condensation of beta-hydroxysulfones 7a-b with aldehydes and ketones were performed with diverse bases. Phenyllithium proved to be optimum, giving yields of compounds 9-12a-e ranging from 67 to 80%. Condensation of vinyl sulfones 15a-c with aldehydes also worked very well with PhLi, and the resulting adducts 16a-d were transformed into protected syn 1,3-diols flanked with an olefin at the a carbon by a new conjugate addition/elimination sequence. These products are models for the C21-C25 sub-unit of Dolabelides.

Domaines

Chimie organique
Fichier principal
Vignette du fichier
CRChimiePrunet.pdf (35.52 Ko) Télécharger le fichier
Loading...

Dates et versions

hal-00087121 , version 1 (21-07-2006)

Identifiants

Citer

Delphine Rotulo-Sims, Laurence Grimaud, Joëlle Prunet. Condensation of beta-hydroxy sulfones and vinyl sulfones with aldehydes and ketones using phenyllithium as base. Comptes Rendus. Chimie, 2004, 7, pp.941. ⟨10.1016/j.crci.2004.02.014⟩. ⟨hal-00087121⟩
120 Consultations
313 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More