Synthesis of Branched Sugars and Chiral Aromatic Building Blocks Derived from Glycals

Abstract

The transformation of sugar enolic ethers into branched sugars through C–H activation or cross-coupling reaction represents a compelling strategy in carbohydrate chemistry. These branched sugars serve as versatile intermediates for the synthesis of annulated sugars, which are key components in numerous biologically active molecules. This Account highlights various methodologies for the development of branched sugars, focusing on approaches utilizing glycals and alkenes through C–H activation and cross-coupling reactions. Additionally, it explores literature reports on the synthesis of chiral fused ring systems derived from functionalized glycals, offering insights into their significance in synthetic chemistry.

1 Introduction

2 Synthesis of Branched Sugars from Glycals

3 Transformation of Branched Sugars to Annulated Sugars

4 Conclusions

Keyword

glycals - C–H bond activation - cross-coupling - branched sugars - annulated sugars

Publication History

Received: 19 December 2024

Accepted after revision: 23 January 2025

Accepted Manuscript online:
23 January 2025

Article published online:
08 April 2025

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