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γ-Hydroxy-α,β-acetylenic esters: asymmetric syntheses and applications

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Abstract

γ-Hydroxy-α,β-acetylenic esters are versatile synthetic precursors to many organic compounds. This paper reviews the synthesis of chiral γ-hydroxy-α,β-acetylenic esters by asymmetric reduction of γ-oxo-α,β-acetylenic esters, enantioselective addition to aldehydes in the presence of chiral catalysts, and diastereoselective addition to chiral aldehydes. The preparation of racemic γ-hydroxy-α,β-acetylenic esters is also included. Examples are provided for the application of γ-hydroxy-α,β-acetylenic esters in organic synthesis.

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  1. Department of Chemistry, Sichuan University, Chengdu, 610064, China

    Ge Gao

  2. Department of Chemistry, University of Virginia, Charlottesville, Virginia, 22904-4319, USA

    Lin Pu

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  1. Ge Gao
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Gao, G., Pu, L. γ-Hydroxy-α,β-acetylenic esters: asymmetric syntheses and applications. Sci. China Chem. 53, 21–35 (2010). https://doi.org/10.1007/s11426-010-0023-1

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