Synthesis of protected syn 1,3-diols by intramolecular conjugate addition to vinyl sulfones

Abstract : A short route to sulfones 9a-c is described. These synthons encompassing a syn 1,3-diol motif are model compounds for the C16-C24 fragment of Dolabelides. The benzylidene protecting group can be reduced regioselectively to furnish ß-hydroxysulfones 10a-b. First attempts of Julia coupling of the dianions derived from these substrates with aldehydes and ketones are also reported. © 2002 Elsevier Science Ltd. All rights reserved.
Type de document :
Article dans une revue
Tetrahedron Letters, Elsevier, 2002, 43 (42), pp.7477-7479. 〈10.1016/s0040-4039(02)01796-3〉
Liste complète des métadonnées

https://hal-polytechnique.archives-ouvertes.fr/hal-00954862
Contributeur : Denis Roura <>
Soumis le : lundi 17 mars 2014 - 21:22:39
Dernière modification le : jeudi 10 mai 2018 - 02:07:55

Identifiants

Collections

Citation

Laurence Grimaud, Delphine Rotulo, Rafael Ros-Perez, Ludivine Guitry-Azam, Joëlle Prunet. Synthesis of protected syn 1,3-diols by intramolecular conjugate addition to vinyl sulfones. Tetrahedron Letters, Elsevier, 2002, 43 (42), pp.7477-7479. 〈10.1016/s0040-4039(02)01796-3〉. 〈hal-00954862〉

Partager

Métriques

Consultations de la notice

139