γ-Hydroxy-α,β-acetylenic esters:asymmetric syntheses and applications
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GAO Ge PU Lin Department of ChemistrySichuan UniversityChengdu ChinaDepartment of ChemistryUniversity of VirginiaCharlottesvilleVirginia USA
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GAO Ge PU Lin Department of ChemistrySichuan UniversityChengdu ChinaDepartment of ChemistryUniversity of VirginiaCharlottesvilleVirginia USA
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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.