Preparation of an advanced intermediate for the synthesis of leustroducsins and phoslactomycins by heterocycloaddition - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Beilstein Journal of Organic Chemistry Année : 2022

Preparation of an advanced intermediate for the synthesis of leustroducsins and phoslactomycins by heterocycloaddition

Résumé

A convergent strategy for the synthesis of leustroducsins and phoslactomycins has been designed, relying on the synthesis and the coupling of three main fragments. The central fragment was synthesized via a regio-and stereoselective nitroso Diels–Alder reaction with an enol phosphate, followed by reductive cleavage of the phosphate to the ketone 11b . Coupling studies of this fragment with the lactone fragment was accomplished in a stereoselective fashion through a vinyllithium intermediate. An advanced synthetic intermediate was then obtained after functional group transformation.

Domaines

Chimie
Fichier principal
Vignette du fichier
1860-5397-18-143.pdf (434.74 Ko) Télécharger le fichier
Origine : Fichiers éditeurs autorisés sur une archive ouverte

Dates et versions

hal-03838971 , version 1 (04-11-2022)

Identifiants

Citer

Anaïs Rousseau, Guillaume Vincent, Cyrille Kouklovsky. Preparation of an advanced intermediate for the synthesis of leustroducsins and phoslactomycins by heterocycloaddition. Beilstein Journal of Organic Chemistry, 2022, 18, pp.1385-1395. ⟨10.3762/bjoc.18.143⟩. ⟨hal-03838971⟩
21 Consultations
14 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More