Organocatalytic reactions enabled by N-heterocyclic carbenes

DM Flanigan, F Romanov-Michailidis, NA White… - Chemical …, 2015 - ACS Publications
Organocatalytic Reactions Enabled by N-Heterocyclic Carbenes | Chemical Reviews ACS
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NHC-catalyzed generation of α, β-unsaturated acylazoliums for the enantioselective synthesis of heterocycles and carbocycles

S Mondal, SR Yetra, S Mukherjee… - Accounts of Chemical …, 2019 - ACS Publications
Conspectus This Account is aimed at highlighting the recent developments in the N-
heterocyclic carbene (NHC)-catalyzed generation of α, β-unsaturated acylazolium …

N‐Heterocyclic Carbene Organocatalysis: Activation Modes and Typical Reactive Intermediates

X Chen, H Wang, Z **, YR Chi - Chinese Journal of Chemistry, 2020 - Wiley Online Library
N‐Heterocyclic carbene (NHC) organocatalysis has been developed as an important
approach in modern organic synthesis. Versatile activation modes within NHC …

N-Heterocyclic Carbene Catalysis via the α,β-Unsaturated Acyl Azolium

C Zhang, JF Hooper, DW Lupton - ACS Catalysis, 2017 - ACS Publications
First reported less than a decade ago, the α, β-unsaturated acyl azolium has emerged as a
central reactive intermediate for reaction discovery using N-heterocyclic carbene catalysis …

On the mechanism of N-heterocyclic carbene-catalyzed reactions involving acyl azoliums

J Mahatthananchai, JW Bode - Accounts of chemical research, 2014 - ACS Publications
Catalytic reactions promoted by N-heterocyclic carbenes (NHCs) have exploded in
popularity since 2004 when several reports described new fundamental reactions that …

New developments of the principle of vinylogy as applied to π-extended enolate-type donor systems

C Curti, L Battistini, A Sartori, F Zanardi - Chemical reviews, 2020 - ACS Publications
The principle of vinylogy states that the electronic effects of a functional group in a molecule
are possibly transmitted to a distal position through interposed conjugated multiple bonds …

Enantioselective Synthesis of Spirocyclohexadienones by NHC‐Catalyzed Formal [3+ 3] Annulation Reaction of Enals

SR Yetra, S Mondal, S Mukherjee… - Angewandte …, 2016 - Wiley Online Library
The enantioselective synthesis of pyrazolone‐fused spirocyclohexadienones was
demonstrated by the reaction of α, β‐unsaturated aldehydes with α‐arylidene pyrazolinones …

NHC Organocatalytic Formal LUMO Activation of α, β-Unsaturated Esters for Reaction with Enamides Angew. Chem. Int. Ed. 2013, 52, 8592–8596.

J Cheng, Z Huang, YR Chi - Angew. Chem. Int. Ed, 2013 - thieme-connect.com
Significance: Chi and co-workers report a formal LUMO-lowering activation of α, β-
unsaturated esters 1 with N-heterocyclic carbene (NHC) precursors A, B, or C as catalysts …

N‐Heterocyclic Carbene Catalyzed Cyclocondensation of α, β‐Unsaturated Carboxylic Acids: Enantioselective Synthesis of Pyrrolidinone and Dihydropyridinone …

XY Chen, ZH Gao, CY Song, CL Zhang… - Angewandte Chemie …, 2014 - Wiley Online Library
The catalytic cyclocondensation of in situ activated α, β‐unsaturated carboxylic acids was
developed. N‐heterocyclic carbenes efficiently catalyzed the generation of α, β‐unsaturated …

Enantioselective organocatalyzed transformations of β-ketoesters

T Govender, PI Arvidsson, GEM Maguire… - Chemical …, 2016 - ACS Publications
The β-ketoester structural motif continues to intrigue chemists with its electrophilic and
nucleophilic sites. Proven to be a valuable tool within organic synthesis, natural product, and …