DMSO–K2S2O8 mediated iodine-free conversion of glycal C-3 ether to 3-enopyranones: synthesis of furo[3,2-c] pyrans

Abstract

A straightforward, highly efficient, and regioselective method for directly converting 3-O-benzylated and silylated glycals into their corresponding enones has been developed using a DMSO–K2S2O8 reagent system. This reaction is scalable to gram quantities under mild conditions, achieving up to 80% yields. The resulting enones are valuable intermediates for the synthesis of furo[3,2-c] pyrans, which are integral components of various biologically significant scaffolds.

Graphical abstract: DMSO–K2S2O8 mediated iodine-free conversion of glycal C-3 ether to 3-enopyranones: synthesis of furo[3,2-c] pyrans

Supplementary files

Article information

Article type
Communication
Submitted
21 Aug 2024
Accepted
25 Nov 2024
First published
02 Dec 2024

Chem. Commun., 2024, Advance Article

DMSO–K2S2O8 mediated iodine-free conversion of glycal C-3 ether to 3-enopyranones: synthesis of furo[3,2-c] pyrans

B. Rasool, S. Kundu, I. A. Zargar and D. Mukherjee, Chem. Commun., 2024, Advance Article , DOI: 10.1039/D4CC04278F

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