Synthesis of β-Quaternary Lactams Using Photoenzymatic Catalysis

Joshua R. Turek-Herman, Mike Rosenberger, Todd K. Hyster

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

Quaternary carbons are useful motifs in chemical synthesis but can be challenging to prepare using many chemical methods. Here, we report a stereoselective synthesis of β-quaternary lactams using flavin-dependent ‘ene’-reductases via a 5-exo-trig radical cyclization. The products are formed in moderate to good levels of enantioselectivity using an ‘ene’-reductase variant from Zymomonas mobilis. This method highlights the opportunity for biocatalysis to form quaternary centers using non-natural reactions.

Original languageEnglish (US)
Article numbere202300274
JournalAsian Journal of Organic Chemistry
Volume12
Issue number8
DOIs
StatePublished - Aug 2023
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Keywords

  • Biocatalysis
  • Directed Evolution
  • Photoenzyme
  • Proteins and Peptides
  • Quaternary Carbons

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