Chiral Phosphoric Acid Catalyzed Diastereo- and Enantioselective Mannich-Type Reaction between Enamides and Thiazolones

Jun Kikuchi, Norie Momiyama, Masahiro Terada

Research output: Contribution to journalArticlepeer-review

19 Citations (Scopus)

Abstract

An enantioselective Mannich-type reaction between enamides, serving as aliphatic imine equivalents, and thiazolones or an azlactone, serving as α-amino acid derived pronucleophiles, was investigated using a chiral phosphoric acid catalyst. By using thiazolones, Mannich adducts with a tetrasubstituted chiral carbon center at the α-position and an aliphatic substituent at the β-position were efficiently obtained with high diastereo- and enantioselectivities.

Original languageEnglish
Pages (from-to)2521-2523
Number of pages3
JournalOrganic letters
Volume18
Issue number11
DOIs
Publication statusPublished - 2016 Jun 3

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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