Diastereoselective synthesis of protected syn 1,3-Diols: Preparation of the C16-C24 portion of dolabelides

L. Grimaud (1) , R. de Mesmay (1) , Joëlle Prunet (2)

1 Laboratoire Chimie et Procédés
2 DCSO - Laboratoire de synthèse organique

(Equation Presented) We have designed a new method to make synthons encompassing a protected syn 1,3-diol motif and an aldehyde a to the 1,3-dioxane ring. An additional stereocenter was also created, potentially leading to stereochemically defined 1,2,4-triols. This method was successfully applied to the synthesis of the C16-C24 portion of Dolabelides.

Domains: Chemical Sciences; Organic chemistry

L. Grimaud, R. de Mesmay, Joëlle Prunet. Diastereoselective synthesis of protected syn 1,3-Diols: Preparation of the C16-C24 portion of dolabelides. Organic Letters, 2002, 4 (3), pp.419-421. ⟨10.1021/ol017122w⟩. ⟨hal-00954856⟩