Activation of hemiaminal ethers by chiral brønsted acids for facile access to enantioselective two-carbon homologation using eneearbamates

Masahiro Terada, Kyoko Machioka, Keiichi Sorimachi

Research output: Contribution to journalArticlepeer-review

91 Citations (Scopus)

Abstract

An enriching experience: Chiral phosphoric acids have been used to catalyze the title transformation for aromatic and aliphatic hemiaminal ethers. The process affords the corresponding products in good to high enantioselectivity (see scheme; Boc=tert-butoxycarbonyl, G=aromatic group). The method enables facile access to highly enantioenriched 1,3-diamine derivatives.

Original languageEnglish
Pages (from-to)2553-2556
Number of pages4
JournalAngewandte Chemie - International Edition
Volume48
Issue number14
DOIs
Publication statusPublished - 2009 Mar 23

Keywords

  • Asymmetric catalysis
  • Brønsted acids
  • Hemiaminal ethers
  • Homologation
  • Organocatalysis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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