Activation of the Si–B interelement bond related to catalysis

Chemical Society Reviews, Journal Year: 2020, Volume and Issue: 50(3), P. 2010 - 2073

Published: Dec. 16, 2020

Covering the past seven years, this review comprehensively summarises latest progress in preparation and application of Si–B reagents, including discussion relevant reaction mechanisms.

Language: Английский

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Enantioselective copper-catalyzed hydrophosphination of alkenyl isoquinolines

Chemical Science, Journal Year: 2023, Volume and Issue: 14(16), P. 4413 - 4417

Published: Jan. 1, 2023

An enantioselective hydrophosphination of alkenyl isoquinolines is developed by using a copper-chiral diphosphine ligand catalyst. It provides direct and atom-efficient approach to prepare variety chiral phosphines with an isoquinoline unit in good yields high enantioselectivities. In addition, these phosphine products are useful bidentate P,N-ligands which showed potential application asymmetric catalysis.

Language: Английский

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Copper-Catalyzed Asymmetric Conjugate Addition of Alkene-Derived Nucleophiles to Alkenyl-Substituted Heteroarenes

ACS Catalysis, Journal Year: 2022, Volume and Issue: 12(15), P. 9611 - 9620

Published: July 22, 2022

We herein report the copper-catalyzed asymmetric conjugate addition of β-substituted alkenyl heteroarenes, one most challenging Michael acceptors, with alkenes as latent nucleophiles. Diverse chiral heteroarenes bearing two vicinal stereocenters were obtained in good to excellent yields, generally enantioselectivity, and a level diastereoselectivity. The products can be readily transformed into other valuable acyclic enantioenriched structures three contiguous via amine catalysis. Mechanistic studies, including an isotope labeling experiment, nonlinear effect study, kinetic experiments, initial-rate kinetics implemented, experimental results indicated that hydrocupration step might turnover-limiting step. Moreover, origin preferential alkene presence Ph-BPE-ligated CuH catalyst was also elucidated some control experiments.

Language: Английский

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Preparation of chitosan/cellulose composite copper catalyst for green synthesis in the construction of C–Si bonds in aqueous phase

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(16), P. 6253 - 6262

Published: Jan. 1, 2023

Green and recyclable chitosan/cellulose composite copper gelatinous microbeads were successfully developed for the silylation of α,β-unsaturated acceptors in aqueous phase with a broad substrate scope.

Language: Английский

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Enantioselective [3 + 2] Cycloaddition of Vinylcyclopropanes with Alkenyl N-Heteroarenes Enabled by Palladium Catalysis

Organic Letters, Journal Year: 2022, Volume and Issue: 24(22), P. 3965 - 3969

Published: May 31, 2022

The first catalytic enantioselective [3 + 2] cycloaddition reaction between vinylcyclopropanes and alkenyl N-heteroarenes in the presence of LiBr a Pd(0)/SEGPHOS complex was developed. plays key role improving reactivity as mild Lewis acid.

Language: Английский

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Copper‐Catalyzed 1,4‐Addition of a Silicon Nucleophile to Azadienes

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(16)

Published: March 13, 2023

Abstract Copper‐catalyzed 1,4‐addition of a silicon nucleophile to azadienes is reported. This method facilely provided wide variety dibenzylic silane derivatives in good excellent yields. The important practical features are the use cheap catalytic system, mild reaction conditions, and broad substrate scope.

Language: Английский

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Enantioselective [4 + 2] Cycloaddition Reaction of Vinylquinolines with Dienals Enabled by Synergistic Organocatalysis

Organic Letters, Journal Year: 2020, Volume and Issue: 22(15), P. 6061 - 6066

Published: July 14, 2020

An unprecedented organocatalytic enantioselective [4 + 2] cycloaddition reaction of vinyl quinolines with dienals is achieved the synergistic activation CH3SO3H and a chiral aminocatalyst. The power process demonstrated by its high efficiency production new synthetically biologically valued quinoline architectures in yields excellent enantioselectivities.

Language: Английский

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Copper‐Catalyzed Asymmetric Hydroallylation of Vinylsilanes

European Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 2022(17)

Published: Jan. 21, 2022

Abstract A copper‐catalyzed asymmetric hydroallylation of readily available vinylsilanes with allylic phosphates in the presence hydrosilane was developed. These transformations can be performed under mild reaction conditions and provide useful chiral organosilanes good to excellent level enantiocontrol.

Language: Английский

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Quinoxaline-specific enantioselective sulfa-michael reaction catalyzed by chiral phosphoric acid

Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 34(12), P. 108145 - 108145

Published: Jan. 13, 2023

Language: Английский

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Enantioselective Conjugate Addition of Alkenyl Trifluoroborates to Alkenyl-Substituted Benzimidazoles Catalyzed by Chiral Binaphthols

Organic Letters, Journal Year: 2022, Volume and Issue: 24(36), P. 6588 - 6593

Published: Sept. 2, 2022

The enantioselective organocatalytic conjugate alkenylation of β-substituted alkenyl benzimidazoles afforded β-stereogenic 2-alkyl benzimidazole derivatives in excellent enantioselectivities. Chiral binaphthols were effective catalysts for promoting the nucleophilic addition bench-stable trifluoroborate salts under mild conditions, expanding their applications by utilizing C=N-containing azaarenes as activating groups. synthetic utility this strategy is demonstrated conversions into several useful enantiomerically enriched building blocks.

Language: Английский

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