Enantioselective Construction of Inherently Chiral Heteracalixarenes via an NHC-Catalyzed (Dynamic) Kinetic Resolution

We have disclosed an NHC-catalyzed (dynamic) kinetic resolution approach for the facile construction of inherently chiral calix[4](hetero)arenes. Commercially available (hetero)aromatic, alkyl aldehydes, enals, and α-bromoenals were used as acylation reagents for the catalytically asymmetric esterification process, affording various functionalized, inherently chiral macrocycles in excellent yields and enantioselectivities.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-12-01
DOI
https://doi.org/10.1021/acs.joc.5c02463
Primary Topic
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
Type
article
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article

Enantioselective Construction of Inherently Chiral Heteracalixarenes via an NHC-Catalyzed (Dynamic) Kinetic Resolution

Jincan Zhao, Yuxuan Feng, Xiaoyong Duan, Chang Guo et al.
The Journal of Organic Chemistry
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
article

Enantioselective Construction of Inherently Chiral Heteracalixarenes via an NHC-Catalyzed (Dynamic) Kinetic Resolution

Jincan Zhao, Yuxuan Feng, Xiaoyong Duan, Chang Guo, Jing Qi, Qiang Du, Jiale Zhang
article en

Abstract

We have disclosed an NHC-catalyzed (dynamic) kinetic resolution approach for the facile construction of inherently chiral calix[4](hetero)arenes. Commercially available (hetero)aromatic, alkyl aldehydes, enals, and α-bromoenals were used as acylation reagents for the catalytically asymmetric esterification process, affording various functionalized, inherently chiral macrocycles in excellent yields and enantioselectivities.

The Journal of Organic ChemistryVol. 90(49)
Ministry of Education (NZ), Hebei Chemical and Pharmaceutical College (CN), Hebei University (CN)
Openalex Percentile: Top 71%
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
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Enantioselective Construction of Inherently Chiral Heteracalixarenes via an NHC-Catalyzed (Dynamic) Kinetic Resolution — Jincan Zhao, Yuxuan Feng, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS