Catalysis of highly stereoselective Mannich-type reactions of ketones with α-imino esters by a pyrrolidine-sulfonamide. Synthesis of unnatural α-amino acids

Wei Wang, Jian Wang, Hao Li

Research output: Contribution to journalArticlepeer-review

87 Scopus citations

Abstract

The novel pyrrolidine-sulfonamide I has been prepared and used successfully to catalyze Mannich-type reactions between ketones and α-imino esters. The process is used to efficiently synthesize functionalized α-amino acid derivatives with excellent levels of regio-, diastereo-, and enantio-selectivity.

Original languageEnglish (US)
Pages (from-to)7243-7246
Number of pages4
JournalTetrahedron Letters
Volume45
Issue number39
DOIs
StatePublished - Sep 20 2004
Externally publishedYes

Keywords

  • Amino acids
  • Asymmetric catalysis
  • Ketones
  • Mannich reaction
  • Pyrrolidine-sulfonamide

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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