Synthesis of Five-Membered exo-Glycals from Six-Membered 2-Iodo- endo-glycals

Paul C Ruer; Youssef Nassar; Peter Polák; Janine Cossy

doi:10.1021/acs.joc.3c00464

Synthesis of Five-Membered exo-Glycals from Six-Membered 2-Iodo- endo-glycals

J Org Chem. 2023 Jun 2;88(11):7228-7232. doi: 10.1021/acs.joc.3c00464. Epub 2023 May 12.

Authors

Paul C Ruer¹, Youssef Nassar¹, Peter Polák¹, Janine Cossy¹

Affiliation

¹ Molecular, Macromolecular Chemistry, and Materials, ESPCI Paris─PSL, CNRS, 75005 Paris, France.

PMID: 37172321
DOI: 10.1021/acs.joc.3c00464

Abstract

Five-membered exo-glycals were synthesized from six-membered 2-iodo-endo-glycals by a metal/halogen exchange/ring-opening sequence followed by a cyclization catalyzed by Ag₂CO₃.