Approach Toward Stereoselective α‐Arylation by Pd/Cu‐Catalyzed Arylboration of Electron Deficient Alkenes

Angewandte Chemie International Edition, Год журнала: 2025, Номер unknown

Опубликована: Март 27, 2025

Abstract Palladium‐catalyzed cross coupling of enolates—α‐arylation—is an established method for chemical synthesis. A major challenge in the field is control stereochemistry α‐carbon. This typically due to facile epimerization under basic reaction conditions α‐arylation. In this study, alternative approach presented that involves Pd/Cu‐catalyzed arylboration electron deficient alkenes. The products are generated with high levels diastereoselectivity a broad range substitution patterns. Enantioselective variants also addition product derivatizations.

Язык: Английский

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Approach Toward Stereoselective α‐Arylation by Pd/Cu‐Catalyzed Arylboration of Electron Deficient Alkenes

Angewandte Chemie, Год журнала: 2025, Номер unknown

Опубликована: Март 27, 2025

Abstract Palladium‐catalyzed cross coupling of enolates—α‐arylation—is an established method for chemical synthesis. A major challenge in the field is control stereochemistry α‐carbon. This typically due to facile epimerization under basic reaction conditions α‐arylation. In this study, alternative approach presented that involves Pd/Cu‐catalyzed arylboration electron deficient alkenes. The products are generated with high levels diastereoselectivity a broad range substitution patterns. Enantioselective variants also addition product derivatizations.

Язык: Английский

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Enantioselective 1,4-Borylamination Enabled by Copper Catalysis

Synlett, Год журнала: 2025, Номер unknown

Опубликована: Апрель 9, 2025

Abstract Compounds bearing both boryl and amino groups are highly valuable synthons in organic synthesis. However, while enantioselective 1,1- 1,2-borylamination reactions have been developed, processes enabling distal borylamination rarely investigated. Here, we present an 1,4-borylamination reaction, achieved through a copper-catalyzed cascade hydroborylation hydroamination of arylidenecyclopropanes. This four-component reaction provides direct access to enantioenriched 4-aminoalkylboronate products with high chemo-, site-, enantioselectivity. The versatility these was demonstrated their broad transformations extensive applications the synthesis various drug core structures. Additionally, preliminary mechanistic studies were conducted investigate pathway, intermediates, chemo- site-selectivity.

Язык: Английский

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Modular Synthesis of Chiral 1,3-Diboronates with Differentiable Boryl Groups via Cu-Catalyzed Borylalkylation of Styrenes

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 8913 - 8924

Опубликована: Май 12, 2025

Язык: Английский

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