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Synthesis of 1,1-Disubstituted Allenylic Silyl Ethers through Iron-Catalyzed Regioselective C(sp2)-H Functionalization of Allenes

Ruiqi Ding, Yidong Wang, Yi-Ming Wang*

*Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA, Email:

R. Ding, Y. Wang, Y.-M. Wang, Synthesis, 2023, 55, 733-743.

DOI: 10.1055/a-2004-0951

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A cyclopentadienyliron dicarbonyl complex catalyzes a functionalization of the C(sp2)-H bonds of monosubstituted alkylallenes with aldehydes in the presence of triisopropylsilyl triflate to provide 1,1-disubstituted allenylic triisopropylsilyl ethers in good yields. Lithium bistriflimide was identified as a critical additive in this transformation.

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Key Words

allylic alcohols, allenes

ID: J66-Y2023