A highly stereoselective synthesis of glycidic amides based on a new class of chiral sulfonium salts: applications in asymmetric synthesis.

  title={A highly stereoselective synthesis of glycidic amides based on a new class of chiral sulfonium salts: applications in asymmetric synthesis.},
  author={Francisco Sarabia and Carlos Vivar-Garc{\'i}a and Miguel A. Garc{\'i}a-Castro and Cristina Garc{\'i}a-Ruiz and Francisca Mart{\'i}n-G{\'a}lvez and Antonio S{\'a}nchez-Ruiz and Samy Chammaa},
  volume={18 47},
A new type of chiral sulfonium salts that are characterized by a bicyclic system has been designed and synthesized from α-amino acids. Their corresponding ylides, which were prepared by basic treatment of the sulfonium salts, reacted smoothly with a broad array of simple and chiral aldehydes to provide trans-epoxy amides in reasonable to very good yields and excellent stereoselectivities (>98%). The obtained epoxy amides were found to be useful as synthetic building blocks. Thus, they were… 
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