Copper-Catalyzed Regioselective Silaboration of Aryl Allenes.

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Bibliographic Details
Title: Copper-Catalyzed Regioselective Silaboration of Aryl Allenes.
Authors: Lee, Sunghee1 (AUTHOR), Yoon, Wan Seok1 (AUTHOR), Yun, Jaesook1 (AUTHOR) jaesook@skku.edu
Source: Synthesis. Jul2026, Vol. 58 Issue 13, p1547-1551. 5p.
Subjects: Allene, Regioselectivity (Chemistry), Copper catalysts, Chemical reactions, Stereoselective reactions, Organic synthesis, Boron compounds, Organoboron compounds
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. [ABSTRACT FROM AUTHOR]
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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. [ABSTRACT FROM AUTHOR]
ISSN:00397881
DOI:10.1055/a-2833-1649