• From left: R. Kojima, Professor H. Ito, Y. Takenouchi (Hokkaido University, Sapporo, Japan)

    From left: R. Kojima, Professor H. Ito, Y. Takenouchi (Hokkaido University, Sapporo, Japan)

     

Enantiocontrolled Synthesis of Non-racemic γ-Acetoxyallylboronates with an α-Stereocenter

Hajime Ito presents an enantiocontrolled synthesis of non-racemic γ-acetoxyallylboronates with an α-stereocenter.

Copper(I)-Catalyzed Enantioselective Boryl Substitution of Allyl Acylals: An Efficient Approach for Enantioenriched α-Chiral γ-Acetoxyallylboronates: Y. Takenouchi, R. Kojima, R. Momma, H. Ito: Synlett 2016, DOI: 10.1055/s-0036-1588354

Functionalized and stereodefined 1,2-diols are important building blocks and synthetic precursors. The group of Professor Hajime Ito from Hokkaido University (Sapporo, Japan) has recently reported the copper-catalyzed highly E/Z-selective and enantioselective preparation of γ-acetoxyallylboronates, which subsequently reacted with aldehydes to afford unsaturated anti-1,2-diols with excellent stereoselectivity.
  • Synthesis of non-racemic γ-acetoxyallylboronates by Prof. H. Ito

    Synthesis of non-racemic γ-acetoxyallylboronates

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Professor Ito said:
“A novel approach has been developed for the enantioselective synthesis of α-chiral γ-acetoxyallylboronates via the copper(I)-catalyzed γ-boryl-substitution of allyl acylals.”

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