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Total Synthesis of Pipecolic Acid and 1-C-Alkyl 1,5-Iminopentitol Derivatives by way of Stereoselective Aldol Reactions from (S)-Isoserinal

A short synthesis of iminosugars and pipecolic acid derivatives has been realized through aldol addition of a pyruvate, a range of ketones and (S)-isoserinal, followed by catalytic reductive intramolecular amination. The stereoselective aldol reaction was achieved successfully by using tertiary amines or di-

Authors:   Sebastian Baś; Rafał Kusy; Monika Pasternak-Suder; Cyril NICOLAS; Jacek Mlynarski; Olivier Martin
Journal:   Organic & Biomolecular Chemistry
DOI:   10.1039/C7OB02797D
Facts, background information, dossiers
  • pyruvate
  • ketones
  • Aldol Addition
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