Copper-Catalyzed Regioselective Silaboration of Aryl Allenes

Abstract We report a copper-catalyzed silaboration of aryl-substituted terminal allenes with a silylborane reagent (PhMe₂Si-Bpin) that furnishes silyl-substituted allylboronates with good regio- and stereoselectivity under mild conditions. A range of aryl allenes bearing electron-donating or electron-withdrawing groups afforded the corresponding allylboronate products in good to excellent yields (up to 97%) with high regio- and stereocontrol. This method expands copper-catalyzed silaboration of terminal allenes from alkyl-substituted to aryl-substituted substrates.

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Publication Details

Journal
Synthesis
Published
2026-04-07
DOI
https://doi.org/10.1055/a-2833-1649
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Copper-Catalyzed Regioselective Silaboration of Aryl Allenes

Jaesook Yun, Wan Seok Yoon, Sunghee Lee
Synthesis
Organoboron and organosilicon chemistry
article

Copper-Catalyzed Regioselective Silaboration of Aryl Allenes

Jaesook Yun, Wan Seok Yoon, Sunghee Lee
article en

Abstract

Abstract We report a copper-catalyzed silaboration of aryl-substituted terminal allenes with a silylborane reagent (PhMe₂Si-Bpin) that furnishes silyl-substituted allylboronates with good regio- and stereoselectivity under mild conditions. A range of aryl allenes bearing electron-donating or electron-withdrawing groups afforded the corresponding allylboronate products in good to excellent yields (up to 97%) with high regio- and stereocontrol. This method expands copper-catalyzed silaboration of terminal allenes from alkyl-substituted to aryl-substituted substrates.

Synthesis
Sungkyunkwan University (KR)
National Research Foundation of Korea
Openalex Percentile: Top 29%
Organoboron and organosilicon chemistry
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