A cooperative N-heterocyclic carbene/chiral phosphate catalysis system for allenolate annulations.
Anna Lee,Karl A. Scheidt +1 more
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The highly enantioselective NHC-catalyzed [3+2] annulation reaction with α,β-alkynals and α-ketoesters has been developed and a new mode of cooperative catalysis involving the combination of a chiral Brønsted acid and a C1-symmetric biaryl saturated-imidazolium precatalyst was required to generate the desired γ-crotonolactones.Abstract:
The highly enantioselective NHC-catalyzed [3+2] annulation reaction with α,β-alkynals and α-ketoesters has been developed. A new mode of cooperative catalysis involving the combination of a chiral Bronsted acid and a C1-symmetric biaryl saturated-imidazolium precatalyst was required to generate the desired γ-crotonolactones in high yields and levels of enantioselectivity.read more
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Complete Field Guide to Asymmetric BINOL-Phosphate Derived Brønsted Acid and Metal Catalysis: History and Classification by Mode of Activation; Brønsted Acidity, Hydrogen Bonding, Ion Pairing, and Metal Phosphates
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Organocatalytic Reactions Enabled by N-Heterocyclic Carbenes.
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Recent advances in employing homoenolates generated by N-heterocyclic carbene (NHC) catalysis in carbon–carbon bond-forming reactions
TL;DR: This tutorial review organises and presents the advancements in this rapidly growing area of catalysis and in the process updates a previous account published in 2011 in this journal.
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Cooperative Catalysis and Activation with N-Heterocyclic Carbenes
Michael H. Wang,Karl A. Scheidt +1 more
TL;DR: This Minireview highlights new advances in NHC cooperative catalysis and surveys the evolution of this field.
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Enantioselective cooperative catalysis
TL;DR: This review focuses on enantioselective cooperative catalytic reactions, with particular emphasis on mechanistic aspects, which will help readers to understand the role of each catalyst.
References
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Organocatalysis by N-Heterocyclic Carbenes
TL;DR: The inversion of the classical reactivity (Umpolung) opens up new synthetic pathways in biochemical processes as nucleophilic acylations and in nature, the coenzyme thiamine (vitamin B1), a natural thiazolium salt, utilizes a catalytic variant of this concept in biochemical process as nucleophile acylation.
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Small-molecule H-bond donors in asymmetric catalysis.
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The advent and development of organocatalysis
TL;DR: My opinion on why the field of organocatalysis has blossomed so dramatically over the past decade is presented.
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