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Recent Progress toward the Construction of Axially Chiral Molecules Catalyzed by an N-heterocyclic Carbene

Jiaming Wang, +2 more
- 15 Oct 2021 - 
- Vol. 11, Iss: 20, pp 12520-12531
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This article is published in ACS Catalysis.The article was published on 2021-10-15. It has received 59 citations till now. The article focuses on the topics: Carbene.

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Transition Metal-Catalyzed Biaryl Atropisomer Synthesis via a Torsional Strain Promoted Ring-Opening Reaction.

TL;DR: In this paper , the torsional strain energies of catalytic asymmetric ring-opening reactions of dibenzo cyclic compounds are discussed with the aid of density functional theory (DFT) calculations.
Journal ArticleDOI

N-Heterocyclic-Carbene-Catalyzed C–H Acylation via Radical Relay

- 20 Jan 2022 - 
TL;DR: In this article , a method of N-fluorocarboxamide-directed N-heterocyclic-carbene (NHC)-catalyzed benzylic C-H acylation with aldehydes via the hydrogen atom transfer strategy is disclosed.
Journal ArticleDOI

Synthesis of Axially Chiral Aldehydes by N-Heterocyclic-Carbene-Catalyzed Desymmetrization Followed by Kinetic Resolution.

TL;DR: This protocol features excellent enantioselectivity, mild conditions, good functional-group tolerance, and applicability to late-stage functionalization and provides a modular platform for the synthesis of axially chiral aldehydes and their derivatives.
Journal ArticleDOI

N-Heterocyclic Carbene-Catalyzed Atroposelective Synthesis of Pyrrolo[3,4-b]pyridines with Configurationally Stable C-N Axial Chirality.

TL;DR: The first atroposelective synthesis of pyrrolo[3,4-b]pyridines catalyzed by N-heterocyclic carbene has been achieved as discussed by the authors .
Journal ArticleDOI

CF2Br2 as a Source for Difluoroolefination of 1,3-Enynes via N-Heterocyclic Carbene Catalysis.

TL;DR: In this article , the authors proposed a new class of functionalized gem-difluorovinyl allenes based on CF2Br2, which is distinguished by its mild conditions, readily accessible starting materials, wide substrate scope, and ease of late-stage functionalization.
References
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Journal ArticleDOI

Atroposelective total synthesis of axially chiral biaryl natural products.

TL;DR: Gerhard Bringmann's research interests focus on the field of analytical, synthetic, and computational natural product chemistry, i.e., on axially chiral biaryls, which is characterized by a broad structural diversity.
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Total synthesis of chiral biaryl natural products by asymmetric biaryl coupling

TL;DR: This tutorial review highlights the use of catalytic asymmetric 2-naphthol couplings in total synthesis including nigerone, hypocrellin, calphostin D, phleichrome, and cercosporin.
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Extending NHC-Catalysis: Coupling Aldehydes with Unconventional Reaction Partners

TL;DR: An efficient intermolecular Stetter reaction is developed for the formation of α-amino acid derivatives, with broad aldehyde scope and high enantiomeric excess, and tailor-made thiazolylidene catalysts allowed the unprecedented use of nonactivated olefins and alkynes as aldehydes coupling partners.
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Recent advances and new concepts for the synthesis of axially stereoenriched biaryls

TL;DR: These outstanding steps further unlocked the door to the preparation of previously difficult-to-access precursors of privileged ligands like BINOL, BINAM, QUINAP and many other molecules of interest.
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