Partial Racemization Occurring in the Hydroxylactonization of a .DELTA.,.EPSILON.-Epoxy Amide

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  • ENOMOTO Masaru
    Laboratory of Applied Bioorganic Chemistry, Graduate School of Agricultural Science, Tohoku University
  • KUWAHARA Shigefumi
    Laboratory of Applied Bioorganic Chemistry, Graduate School of Agricultural Science, Tohoku University

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  • Partial racemization occurring in the hydroxylactonization of a δ,ε-epoxy amide
  • Partial racemization occurring in the hydroxylactonization of a d e epoxy amide

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Abstract

Acid-promoted hydroxylactonization of a δ,ε-epoxy amide took place via both 6-exo-tet and 7-endo-tet processes, causing a considerable degree of racemization of the resulting δ-hydroxyalkyl-δ-lactone.

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