Electrochemical Ferrier Rearrangement of Glycals

20 September 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

The Ferrier rearrangement (FR) is a well-documented reaction that relies on strong acids or oxidants to converts glycals into unsaturated glycosyl derivatives. In this work, we introduce an electrochemical variant of the FR, offering broad substrate compatibility. Various nucleophiles and glycal derivatives afford 2,3-unsaturated glycosyl derivatives in high yields and excellent diastereoselectivities. This sustainable method promises to expand electrochemistry applications in sugar chemistry.

Keywords

Electrosynthesis
Ferrier Rearrangement

Supplementary materials

Title
Description
Actions
Title
Supporting Information
Description
Supporting Information File
Actions

Comments

Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.