Catalytic asymmetric hydrogenation of pyrimidines

Ryoichi Kuwano, Yuta Hashiguchi, Ryuhei Ikeda, Kentaro Ishizuka

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33 Citations (Scopus)

Abstract

The asymmetric hydrogenation of pyrimidines proceeded with high enantioselectivity (up to 99% ee) using an iridium catalyst composed of [IrCl(cod)]2, a ferrocene-containing chiral diphosphine ligand (Josiphos), iodine, and Yb(OTf)3 (cod=1,5-cyclooctadiene). The chiral catalyst converted various 4-substituted pyrimidines into chiral 1,4,5,6-tetrahydropyrimidines in high yield. The lanthanide triflate is crucial for achieving the high enantioselectivity as well as for activating the heteroarene substrate.

Original languageEnglish
Pages (from-to)2393-2396
Number of pages4
JournalAngewandte Chemie - International Edition
Volume54
Issue number8
DOIs
Publication statusPublished - Feb 16 2015

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All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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