Development of catalytic reactions for precise control of chemoselectivity

Research output: Contribution to journalReview articlepeer-review

Abstract

Catalytic chemoselective reactions of innately less reactive functionalities over more reactive functionalities are described. A cooperative catalyst comprising a soft Lewis acid/hard Brønsted base enabled chemoselective activation of a hydroxyl group over an amino group, allowing for nucleophilic addition to electron-deficient olefins. The reaction could be applicable for a variety of amino alcohols, including pharmaceuticals, without requiring a tedious protection-deprotection process. Chemoselective enolization and subsequent α-functionalization of carboxylic acid derivatives were also achieved by a redox active catalyst through the radical process, providing unnatural α-amino/hydroxy acid derivatives bearing a complex carbon framework and a diverse set of functionalities. The present chemoselective catalysis described herein offers new opportunities to expand the chemical space for innovative drug discovery research.

Original languageEnglish
Pages (from-to)516-525
Number of pages10
JournalChemical and Pharmaceutical Bulletin
Volume69
Issue number6
DOIs
Publication statusPublished - Jun 1 2021

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Drug Discovery

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