Synthesis of Alcohols from m-Fluorophenylsulfones and Dialkylboranes: Application to the C14-C35 Building Block of E7389 - Aix-Marseille Université Accéder directement au contenu
Article Dans Une Revue Organic Letters Année : 2012

Synthesis of Alcohols from m-Fluorophenylsulfones and Dialkylboranes: Application to the C14-C35 Building Block of E7389

James A. Henderson
  • Fonction : Auteur
Akihiko Yamamoto
  • Fonction : Auteur
Yoshito Kishi
  • Fonction : Auteur

Résumé

The reaction of m-fluorophenylsulfone anions with dialkylboranes, followed by alkaline hydroperoxide oxidation, yields alcohols in high yields. Optimization of the process, scope and limitation, and application to the synthesis of one of the C14-C35 building blocks of E7389, a right half analogue of halichondrin B, are reported.

Domaines

Chimie
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Dates et versions

hal-01460413 , version 1 (07-02-2017)

Identifiants

Citer

Lei Liu, James A. Henderson, Akihiko Yamamoto, Paul Brémond, Yoshito Kishi. Synthesis of Alcohols from m-Fluorophenylsulfones and Dialkylboranes: Application to the C14-C35 Building Block of E7389. Organic Letters, 2012, 14 (9), pp.2262--2265. ⟨10.1021/ol300672q⟩. ⟨hal-01460413⟩
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