Regioselective Synthesis of Difluorinated C-Furanosides Involving a Debenzylative Cycloetherification

Julien A. Delbrouck, Valentin N. Bochatay, Abdellatif Tikad, Stéphane P. Vincent

Research output: Contribution to journalArticle

Abstract

A highly regioselective synthesis of valuable gem-difluorinated C-furanosides from unprotected aldoses via a debenzylative cycloetherification (DBCE) reaction induced by diethylaminosulfur trifluoride is descibed. The scope and limitations of this DBCE reaction are described using a series of commercially available pentoses and hexoses to afford, without selective protection/deprotection sequences, the corresponding gem-difluorinated C-furanosides in moderate to good yields.

Original languageEnglish
Pages (from-to)5562-5566
Number of pages5
JournalOrganic Letters
Volume21
Issue number14
DOIs
Publication statusPublished - 5 Jul 2019

Fingerprint Dive into the research topics of 'Regioselective Synthesis of Difluorinated C-Furanosides Involving a Debenzylative Cycloetherification'. Together they form a unique fingerprint.

  • Cite this