• Chiral amide from (1𝑆, 2𝑅)-(+)-norephedrine and furoic acid: An efficient catalyst for asymmetric Reformatsky reaction

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      http://www.ias.ac.in/article/fulltext/jcsc/126/01/0151-0158

    • Keywords

       

      Asymmetric Reformatsky reaction; (1𝑆, 2𝑅)-(+)-norephedrine; 2-furoic acid; chiral amide; diethylzinc.

    • Abstract

       

      Chiral amide derived from (1𝑆, 2𝑅)-(+)-norephedrine and 2-furoic acid was found to catalyse the asymmetric Reformatsky reaction between prochiral aldehydes and α-bromo ethylacetate with diethylzinc as zinc source. The corresponding chiral 𝛽-hydroxy esters were formed in 99% yield with over 80% enantiomeric excess. The presence of air was found to be essential for the effective C-C bond formation. The mechanism for the catalytic reaction was proposed.

    • Author Affiliations

       

      Nallamuthu Ananthi1 Sivan Velmathi1

      1. Organic and Polymer Synthesis Laboratory, Department of Chemistry, National Institute of Technology, Tiruchirappalli 620 015, India
    • Dates

       
  • Journal of Chemical Sciences | News

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