Chiral Brønsted acid-catalyzed tandem aza-ene type reaction/cyclization cascade for a one-pot entry to enantioenriched piperidines

Masahiro Terada, Kyoko Machioka, Keiichi Sorimachi

Research output: Contribution to journalArticlepeer-review

171 Citations (Scopus)

Abstract

A chiral monophosphoric acid-catalyzed tandem aza-ene type reaction/cyclization cascade enabled the rapid construction of enantioenriched piperidine derivatives as key structural elements of numerous natural products. The potential of such cascade transformations is highlighted through their ability to achieve a rapid increase in molecular complexity from simple enecarbamates and a broad range of aldimines while also controlling three stereogenic centers in a highly diastereo- and enantioselective manner.

Original languageEnglish
Pages (from-to)10336-10337
Number of pages2
JournalJournal of the American Chemical Society
Volume129
Issue number34
DOIs
Publication statusPublished - 2007 Aug 29

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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