» Articles » PMID: 22486921

Enantioselective Activation of Stable Carboxylate Esters As Enolate Equivalents Via N-heterocyclic Carbene Catalysts

Overview
Journal Org Lett
Specialties Biochemistry
Chemistry
Date 2012 Apr 11
PMID 22486921
Citations 29
Authors
Affiliations
Soon will be listed here.
Abstract

The first N-Heterocyclic Carbene (NHC) mediated activation of stable carboxylate esters to generate enolate intermediates is disclosed. The catalytically generated arylacetic ester enolates undergo enantioselective reactions with α,β-unsaturated imines.

Citing Articles

α-Phenylthioaldehydes for the effective generation of acyl azolium and azolium enolate intermediates.

Ewing P, Majhi P, Prentice C, Young C, van Rees K, Arnold P Chem Sci. 2024; 15(24):9369-9375.

PMID: 38903219 PMC: 11186317. DOI: 10.1039/d3sc06879j.


Amide C-N bonds activation by A new variant of bifunctional N-heterocyclic carbene.

Cai Y, Zhao Y, Tang K, Zhang H, Mo X, Chen J Nat Commun. 2024; 15(1):496.

PMID: 38216571 PMC: 10786861. DOI: 10.1038/s41467-024-44756-8.


Single-electron Carbene Catalysis in Redox Processes.

Bay A, Scheidt K Trends Chem. 2022; 4(4):277-290.

PMID: 36204676 PMC: 9531912. DOI: 10.1016/j.trechm.2022.01.003.


Desymmetrization of N-Cbz glutarimides through N-heterocyclic carbene organocatalysis.

Hu Z, Wei C, Shi Q, Hong X, Liu J, Zhou X Nat Commun. 2022; 13(1):4042.

PMID: 35831292 PMC: 9279320. DOI: 10.1038/s41467-022-31760-z.


Carbene and photocatalyst-catalyzed decarboxylative radical coupling of carboxylic acids and acyl imidazoles to form ketones.

Ren S, Yang X, Mondal B, Mou C, Tian W, Jin Z Nat Commun. 2022; 13(1):2846.

PMID: 35606378 PMC: 9126905. DOI: 10.1038/s41467-022-30583-2.