Asymmetric transfer hydrogenation in aqueous media catalyzed by resin-supported peptide having a polyleucine tether

Kengo Akagawa, Hajime Akabane, Seiji Sakamoto, Kazuaki Kudo

Research output: Contribution to journalArticlepeer-review

36 Citations (Scopus)

Abstract

A resin-supported N-terminal prolyl peptide having a β-turn motif and a polyleucine tether has been developed for the organocatalytic asymmetric transfer hydrogenation under aqueous conditions. Polyleucine accelerated the reaction in a highly enantioselective manner by providing a hydrophobic microenvironment around the prolyl residue. The investigation of catalyst structures indicates that the l-form of polyleucine is essential for both reaction efficiency and enantioselectivity.

Original languageEnglish
Pages (from-to)461-466
Number of pages6
JournalTetrahedron Asymmetry
Volume20
Issue number4
DOIs
Publication statusPublished - 2009 Mar 11

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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