Stereoselective Synthesis of α‐Keto‐deoxy‐<scp>D</scp>‐<i>glycero</i>‐<scp>D</scp>‐<i>galacto‐</i>nonulosonic Acid Glycosides by Means of the 4,5‐<i>O</i>‐Carbonate Protecting Group

Abstract

Unrivaled: A 1-adamantyl thioglycoside derivative of the nonulosonic acid KDN, carrying a 4,5-O-carbonate protecting group, is a highly efficient and α-selective KDN donor when activated using N-iodosuccinimide (NIS) and trifluoromethanesulfonic acid (TfOH). Glycosylations conducted with this protecting group do not suffer from competing glycal formation. Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.