Ruthenium-catalyzed ester reductions applied to pharmaceutical intermediates

Youssef Shaalan, Lee Boulton, Craig Jamieson

Research output: Contribution to journalArticlepeer-review

Abstract

Ruthenium pincer complexes were synthesized and used for catalytic ester reductions under mild conditions (∼5 bar of hydrogen). An experimental design approach was used to optimize the conditions for yield, purity, and robustness. Evidence for the catalytically active ruthenium dihydride species is presented. Observed intermediates and side products, as well as time-course data, were used to build mechanistic insight. The optimized procedure was further demonstrated through scaled-up reductions of two pharmaceutically relevant esters, both in batch and continuous flow.
Original languageEnglish
Pages (from-to)2745-2751
Number of pages7
JournalOrganic Process Research and Development
Volume24
Issue number11
Early online date11 Nov 2020
DOIs
Publication statusPublished - 20 Nov 2020

Keywords

  • batch scale-up
  • CSTR flow
  • ester reduction
  • hydrogenation
  • mechanistic insight
  • ruthenium catalysis

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