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April 25, 2026Organic Letters0 citations

Imine Reductase-Catalyzed Asymmetric Synthesis of Pharmaceutically Relevant Amino-Indanes

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LCLu ChenYLYu LiMZMengting Zhang

Key Points

  • The aim is to develop an efficient method for synthesizing chiral amino-indanes using imine reductase enzymes.
  • Enzymatic reduction of imines using enantiocomplementary IREDs for synthesis.
  • One-pot, two-step cascade reaction combining imine formation and IRED-catalyzed reduction.
  • Continuous fed-batch strategy for efficient production.
  • Produced chiral amino-indanes with enantiomeric excess (ee) values ranging from 87% to 99%.
  • Demonstrated environmentally friendly synthesis process.
  • Established an economical method for synthesizing pharmaceutical intermediates.

Abstract

Chiral amino-indanes are valuable pharmaceutical intermediates, yet their efficient asymmetric synthesis remains challenging. In this study, enzymatic reduction of imines using enantiocomplementary IREDs enabled the synthesis of chiral amino-indanes. Furthermore, a one-pot, two-step cascade reaction combining trimethyl borate-promoted imine formation with IRED-catalyzed imine reduction was established to produce chiral amino-indanes with 87-99% ee values via a continuous fed-batch strategy, providing environmentally friendly and economical access to these pharmaceutically relevant compounds.

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Cite This Study

Chen et al. (2026) studied this question.

synapsesocial.com/papers/69ec59c688ba6daa22dab773https://doi.org/10.1021/acs.orglett.6c01337
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