Bio-Based Chiral Amines via Aza-Michael Additions to (–)-Levoglucosenone Under Aqueous Conditions

Shi Wei Kim, Edward T. Ledingham, Shinji Kudo, Ben W. Greatrex, Jonathan Sperry

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)


Chiral amines are highly coveted within the fine-chemical industry and sustainable synthetic methodologies for their production are of great value. By harnessing the chirality present in cellulose-derived (–)-levoglucosenone (LGO), several bio-based sp3-rich amines containing up to four chiral centres have been readily prepared under aqueous conditions without using any catalysts, ligands, auxiliaries or resolutions.

Original languageEnglish
Pages (from-to)2028-2038
Number of pages11
JournalEuropean Journal of Organic Chemistry
Issue number17
Publication statusPublished - May 8 2018

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry


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