Spirocyclopropyl carbohydrates: Synthesis and applications

Jun Cao; Stéphane P. Vincent

doi:10.1016/j.tet.2023.133465

Spirocyclopropyl carbohydrates: Synthesis and applications

Jun Cao, Stéphane P. Vincent

Namur Institute of Structured Matter

Research output: Contribution to journal › Review article › peer-review

Abstract

This review article highlights selected advances in the synthesis of spirocyclopropyl carbohydrates and nucleosides. The cyclopropyl moiety is a versatile functional group which was demonstrated to facilitate the preparation of a vast scope of value-added compounds, such as β-C-glycosyl amino acids, spiroketals, dioxaspirolactones, among others. Moreover, this review also describes the use of spirocyclopropyl carbohydrates as glycomimetic inhibitors of biologically relevant enzymes including glycosidases, protein methyltransferase, kinase, and viral polymerases.

Original language	English
Article number	133465
Journal	Tetrahedron
Volume	140
DOIs	https://doi.org/10.1016/j.tet.2023.133465
Publication status	Published - 29 Jun 2023

Funding

We thank the China Scholarship Council ( CSC , grant 201808520092 ).

Funders	Funder number
China Scholarship Council	201808520092

Keywords

Cyclopropanation
Glycomimetics
Ring-opening reaction
Spirocyclopropyl carbohydrates

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10.1016/j.tet.2023.133465

Cite this

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title = "Spirocyclopropyl carbohydrates: Synthesis and applications",

abstract = "This review article highlights selected advances in the synthesis of spirocyclopropyl carbohydrates and nucleosides. The cyclopropyl moiety is a versatile functional group which was demonstrated to facilitate the preparation of a vast scope of value-added compounds, such as β-C-glycosyl amino acids, spiroketals, dioxaspirolactones, among others. Moreover, this review also describes the use of spirocyclopropyl carbohydrates as glycomimetic inhibitors of biologically relevant enzymes including glycosidases, protein methyltransferase, kinase, and viral polymerases.",

keywords = "Cyclopropanation, Glycomimetics, Ring-opening reaction, Spirocyclopropyl carbohydrates",

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AU - Cao, Jun

AU - Vincent, Stéphane P.

PY - 2023/6/29

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N2 - This review article highlights selected advances in the synthesis of spirocyclopropyl carbohydrates and nucleosides. The cyclopropyl moiety is a versatile functional group which was demonstrated to facilitate the preparation of a vast scope of value-added compounds, such as β-C-glycosyl amino acids, spiroketals, dioxaspirolactones, among others. Moreover, this review also describes the use of spirocyclopropyl carbohydrates as glycomimetic inhibitors of biologically relevant enzymes including glycosidases, protein methyltransferase, kinase, and viral polymerases.

AB - This review article highlights selected advances in the synthesis of spirocyclopropyl carbohydrates and nucleosides. The cyclopropyl moiety is a versatile functional group which was demonstrated to facilitate the preparation of a vast scope of value-added compounds, such as β-C-glycosyl amino acids, spiroketals, dioxaspirolactones, among others. Moreover, this review also describes the use of spirocyclopropyl carbohydrates as glycomimetic inhibitors of biologically relevant enzymes including glycosidases, protein methyltransferase, kinase, and viral polymerases.

KW - Cyclopropanation

KW - Glycomimetics

KW - Ring-opening reaction

KW - Spirocyclopropyl carbohydrates

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SN - 0040-4020

VL - 140

JO - Tetrahedron

JF - Tetrahedron

M1 - 133465

ER -

Spirocyclopropyl carbohydrates: Synthesis and applications

Abstract

Funding

Keywords

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Physical Chemistry and characterization(PC2)

Cite this

Spirocyclopropyl carbohydrates: Synthesis and applications

Abstract

Funding

Keywords

Access to Document

Other files and links

Fingerprint

Equipment

Physical Chemistry and characterization(PC2)

Cite this