Amino Turbo Chirality and Its Asymmetric Control

Research, Год журнала: 2024, Номер 7

Опубликована: Янв. 1, 2024

A series of new targets containing 3 chiral elements central, orientational, and turbo chirality have been designed synthesized asymmetrically. The absolute configurations conformations these types were concurrently controlled by using sulfonimine auxiliary unambiguously determined x-ray diffraction analysis. These include alpha unnatural amino acid derivatives, which may play an important role for drug design, discovery, development. Three propellers framework are covalently connected to a C(sp

Язык: Английский

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Copper‐Catalyzed Enantioselective Hydrophosphorylation of Unactivated Alkynes

Angewandte Chemie International Edition, Год журнала: 2024, Номер unknown

Опубликована: Окт. 5, 2024

P-stereogenic phosphorus compounds are essential across various fields, yet their synthesis via enantioselective P-C bond formation remains both challenging and underdeveloped. We report the first copper-catalyzed hydrophosphorylation of alkynes, facilitated by a newly designed chiral 1,2-diamine ligand. Unlike previous methods that rely on kinetic resolution with less than 50 % conversion, our approach employs distinct dynamic asymmetric transformation mechanism, achieving complete conversion racemic starting materials. This reaction is compatible broad range aromatic aliphatic terminal producing products high yields (up to 95 %), exclusive cis selectivity, exceptional regio- enantioselectivity (>20 : 1 r.r. up 96 ee). The resulting were further transformed into diverse array enantioenriched scaffolds. Preliminary mechanistic studies conducted elucidate details.

Язык: Английский

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Enantioselective Desymmetrization of Phosphinic Acids via Cu-Catalyzed O-Arylation

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 4719 - 4725

Опубликована: Март 6, 2025

Язык: Английский

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Synthesis of P‐Stereogenic Compounds by Transition Metal‐Catalyzed Asymmetric Transformation of H−P(O) Compounds: Progress, Challenges, and Prospects

European Journal of Organic Chemistry, Год журнала: 2023, Номер 27(4)

Опубликована: Дек. 5, 2023

Abstract The synthesis of P‐stereogenic phosphorus compounds has gained considerable attention due to their wide applications across many research fields. Among the available strategies, transition metal‐catalyzed asymmetric transformation pentavalent phosphoryl (H−P(O)) precursors is particularly appealing. This approach involves a direct C−P bond‐forming process, rendering it straightforward, and employs readily available, bench‐stable H−P(O) reagents that are compatible with various metal catalysts. Recent years have witnessed significant progress in this field, primary focus on cross‐couplings hydrophosphorylations. Concept article provides brief summary recent progress, highlights existing challenges, discusses future directions exciting area.

Язык: Английский

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Asymmetric Hydrophosphination of Diarylphosphine Oxides to α,β-Unsaturated Bifunctional Compounds Catalyzed by Chiral Oxazaborolidine

Acta Chimica Sinica, Год журнала: 2024, Номер 82(7), С. 742 - 742

Опубликована: Янв. 1, 2024

Язык: Английский

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Copper‐Catalyzed Enantioselective Hydrophosphorylation of Unactivated Alkynes

Angewandte Chemie, Год журнала: 2024, Номер unknown

Опубликована: Окт. 5, 2024

Abstract P‐stereogenic phosphorus compounds are essential across various fields, yet their synthesis via enantioselective P−C bond formation remains both challenging and underdeveloped. We report the first copper‐catalyzed hydrophosphorylation of alkynes, facilitated by a newly designed chiral 1,2‐diamine ligand. Unlike previous methods that rely on kinetic resolution with less than 50 % conversion, our approach employs distinct dynamic asymmetric transformation mechanism, achieving complete conversion racemic starting materials. This reaction is compatible broad range aromatic aliphatic terminal producing products high yields (up to 95 %), exclusive cis selectivity, exceptional regio‐ enantioselectivity (>20 : 1 r.r. up 96 ee). The resulting were further transformed into diverse array enantioenriched scaffolds. Preliminary mechanistic studies conducted elucidate details.

Язык: Английский

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Advances in Catalytic Asymmetric Hydrogen-Phosphine/Phosphorus Functionalization of Unsaturated Carbon-Carbon Bonds

Chinese Journal of Organic Chemistry, Год журнала: 2024, Номер 44(12), С. 3647 - 3647

Опубликована: Янв. 1, 2024

Язык: Английский

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