NHC-Catalyzed Regioselective Desymmetrizing Esterification Enables Access to Planar Chiral Ferrocenyl Saccharides

-heterocyclic carbene (NHC)-catalyzed strategy for the regioselective installation of prochiral ferrocene dicarboxaldehydes onto specific hydroxyl (OH) groups of unprotected saccharides. The synergistic combination of specific chiral NHC catalysts and boronic acids allows for simultaneous regioselectivity amplification and desymmetrization, affording ferrocene-saccharide conjugates with high regiocontrol and excellent planar chirality. This protocol operates under mild conditions and accommodates a broad range of ferrocene and saccharide substrates, thereby significantly expanding the accessible chemical space of planar-chiral ferrocene hybrids.

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Publication Details

Journal
Organic Letters
Published
2026-04-01
DOI
https://doi.org/10.1021/acs.orglett.6c01086
Primary Topic
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

NHC-Catalyzed Regioselective Desymmetrizing Esterification Enables Access to Planar Chiral Ferrocenyl Saccharides

Wen‐Xin Lv, Taotao Qiao, Shuolu Dai, Yu Hong et al.
Organic Letters
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
article

NHC-Catalyzed Regioselective Desymmetrizing Esterification Enables Access to Planar Chiral Ferrocenyl Saccharides

Wen‐Xin Lv, Taotao Qiao, Shuolu Dai, Yu Hong, Erjuan Xu, Fan Yang, Shaojun Li
article en

Abstract

-heterocyclic carbene (NHC)-catalyzed strategy for the regioselective installation of prochiral ferrocene dicarboxaldehydes onto specific hydroxyl (OH) groups of unprotected saccharides. The synergistic combination of specific chiral NHC catalysts and boronic acids allows for simultaneous regioselectivity amplification and desymmetrization, affording ferrocene-saccharide conjugates with high regiocontrol and excellent planar chirality. This protocol operates under mild conditions and accommodates a broad range of ferrocene and saccharide substrates, thereby significantly expanding the accessible chemical space of planar-chiral ferrocene hybrids.

Organic LettersVol. 28(14)
Guizhou University (CN)
National Natural Science Foundation of China, Guizhou University, Higher Education Discipline Innovation Project, National Key Research and Development Program of China
Openalex Percentile: Top 29%
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
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NHC-Catalyzed Regioselective Desymmetrizing Esterification Enables Access to Planar Chiral Ferrocenyl Saccharides — Wen‐Xin Lv, Taotao Qiao, et al. · Organic Letters (2026) | TGRS Research Map | TGRS