Recent Advances in the Synthesis and Application of C-2-Formyl Glycals

Aditi Arora; Sumit Kumar; Vinod Khatri; Ashok K. Prasad; Rajni Johar Chhatwal; Sandeep Kumar

doi:10.1055/a-2066-1659

Synthesis, Table of Contents

Synthesis 2024; 56(06): 890-905
DOI: 10.1055/a-2066-1659

review

Emerging Trends in Glycoscience

Recent Advances in the Synthesis and Application of C-2-Formyl Glycals

Aditi Arora‡

^aBioorganic Laboratory, University of Delhi, 110021 Delhi, India

,

Sumit Kumar‡

^aBioorganic Laboratory, University of Delhi, 110021 Delhi, India

^bVisiting Research Scholar, Department of Chemistry and Environmental Science, Medgar Evers College, The City University of New York, Brooklyn, NY 11225, USA

,

Vinod Khatri

^cT. D. L. Govt. College for Women, Murthal-131027, Haryana, India

,

Ashok K. Prasad

^aBioorganic Laboratory, University of Delhi, 110021 Delhi, India

,

Rajni Johar Chhatwal∗

^dMaitreyi College, Department of Chemistry, University of Delhi, 110021 Delhi, India

,

Sandeep Kumar ∗

^aBioorganic Laboratory, University of Delhi, 110021 Delhi, India

^eAcharya Narendra Dev College, Department of Chemistry, University of Delhi, 110019 Delhi, India

› Author Affiliations

Abstract

All articles of this category

Abstract

C-2-Formyl glycals have sustained interest in carbohydrate chemistry as they afford valuable chiral building blocks for many biological-, pharmaceutical-, and industrial-based important molecules. Basically, C-2-formyl glycals are a class of carbohydrates incorporating an α,β-unsaturated aldehyde. Therefore in many organic reactions, the C-2-formyl glycals can serve as an α,β-unsaturated aldehyde core. In this review, we have compiled a literature survey covering the period 2013–2022, on the synthesis of C-2-formyl glycals and further discuss their importance for the synthesis of many medicinal, supramolecular, biological, organic, and material chemistry based molecules.

1 Introduction

2 Synthesis of C-2-Formyl Glycals

2.1 Vilsmeier–Haack Formylation

2.2 By Consecutive Cyclization

2.3 XtalFluor‑E Based Synthesis

3 Applications of C-2-Formyl Glycals

3.1 C-2-Formyl Glycals as a Synthons

3.2 Anticancer

3.3 Anti-inflammatory

3.4 Antimicrobial

3.5 Glycosidase Inhibitors

3.6 Miscellaneous

4 Conclusion and Future Aspects

Key words

C-2-formyl glycals - α,β-unsaturated aldehyde - carbohydrate - Vilsmeier–Haack reaction - biological activity - glycosides

Full Text

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