Rhodium(III)-Catalyzed Annulative Coupling between Sulfoxonium Ylides and Diazo Compounds

Chinese Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 45(1), P. 331 - 331

Published: Jan. 1, 2025

Language: Английский

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Multiple Atropo Selectivity by κ²‐N,O‐Oxazoline Urea Ligands in Cobaltaelectro‐Catalyzed C─H Activations: Decoding Selectivity with Data Science Integration

ChemistryEurope, Journal Year: 2025, Volume and Issue: unknown

Published: April 8, 2025

Enantioselective catalysis is one of the most prominent strategies in organic synthesis to access chiral bioactive compounds and advanced materials. Particularly, development ligands has significantly efficiency selectivity transition metal‐catalyzed enantioselective transformations. Over recent decades, numerous ligand classes with distinct geometrical electronic properties have been established. Despite these advances, demand for novel, tunable, highly effective persists, driven by need structurally diverse molecules pursuit greener, more sustainable catalytic processes. Herein, a novel class oxazoline ureas introduced their potential as κ 2 ‐ N , O ‐preligands metal demonstrated. The urea are featurized compared amide enol derivatives using physical descriptors. A multivariate linear regression model constructed quantitatively describe effect quinoline fragment from substrate on enantioselectivity. Moreover, effectively applied atropo‐enantioselective cobaltaelectro‐catalyzed C─H annulations 1‐alkynyl indoles.

Language: Английский

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Rh(III)‐Catalyzed Enantioselective Intermolecular Aryl C—H Bond Addition to Aldehydes

Chinese Journal of Chemistry, Journal Year: 2022, Volume and Issue: 40(23), P. 2780 - 2784

Published: Sept. 1, 2022

Comprehensive Summary The direct addition of aryl C—H bond to carbon‐heteroatom double by transition‐metal‐catalyzed activation has been extensively investigated in the past decade. However, enantioselective intermolecular aldehyde not yet reported and is significant challenge. Rh(III)‐catalyzed highly oxime ethers glyoxylates reported. Chiral mandelic acid esters were obtained excellent yields (up 98%) enantioselectivity 99% ee) presence a chiral CpRh(III) catalyst under mild conditions. substituents on Cp ring BINOL skeleton responsible for high observed. method displays broad substrate scope good functionality tolerance. These results provide only promising approach but also proof concept developing broader asymmetric reactions.

Language: Английский

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Catalytic Generation of Remote C–N Axial Chirality through Atroposelectivede novoArene Construction

Organic Letters, Journal Year: 2022, Volume and Issue: 24(45), P. 8300 - 8304

Published: Nov. 4, 2022

The first atroposelective desymmetrization of prochiral N-aryl maleimides through its conversion to axially chiral phthalimides is developed by applying a de novo arene construction strategy. Catalyzed bis(3,5-dimethylphenyl)prolinol TMS-ether, this reaction proceeds oxidative [4 + 2]-cycloaddition with α,β-unsaturated aldehydes generate only C-N axis remote from the sites excellent enantioselectivity (up 97.5:2.5 er).

Language: Английский

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Synthesis of 3,4,5-trisubstituted phenols via Rh(iii)-catalyzed alkenyl C–H activation assisted by phosphonium cations

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(25), P. 3775 - 3778

Published: Jan. 1, 2023

An efficient method for the construction of various 3,4,5-trisubstituted phenol derivatives has been achieved via Rh(III)-catalyzed coupling phosphonium cations with internal alkynes. This protocol shows good substrate compatibility, as an array structurally and electronically diverse compounds react efficiently up to 87% yield.

Language: Английский

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