Debenzylative Cycloetherification: An Overlooked Key Strategy for Complex Tetrahydrofuran Synthesis

Résultats de recherche: Contribution à un journal/une revueArticle de revue

Résumé

Tetrahydrofuran (THF) is a major structural feature found in many synthetic and natural products displaying a variety of biological properties. This review summarizes the main synthetic approaches that have been developed to construct tetrahydrofuran moieties involving debenzylative cycloetherification reactions (DBCE). Interestingly, this reaction is regio- and stereoselective without the requirement of a selective protection/deprotection strategy. Many applications of this process have been reported, including carbafuranoside synthesis, regioselective deprotection of the benzyl group positioned γ to an alkene, and total synthesis of natural products. The stereochemical outcome and the mechanism of these interesting transformations are also discussed.

langue originaleAnglais
Pages (de - à)9456-9476
Nombre de pages21
journalChemistry: A European Journal
Volume22
Numéro de publication28
Les DOIs
Etat de la publicationPublié - 4 juil. 2016

Empreinte digitale Examiner les sujets de recherche de « Debenzylative Cycloetherification: An Overlooked Key Strategy for Complex Tetrahydrofuran Synthesis ». Ensemble, ils forment une empreinte digitale unique.

  • Équipement

  • Thèses de l'étudiant

    Development of new debenzylative cyclization reactions & de novo synthesis of difluorinated glycomimetics

    Author: Delbrouck, J., 20 nov. 2018

    Superviseur: Vincent, S. (Promoteur), Lanners, S. (Président), Berionni, G. (Jury), Singleton, M. S. (Personne externe) (Jury) & Sollogoud, M. (Personne externe) (Jury)

    Thèse de l'étudiant: Doc typesDocteur en Sciences

    Contient cette citation