Vitamin B12 and Micellar Solution Enable Regioselective Ring Opening of Epoxides and Aziridines with Electrophilic Olefins

  • Kitti Franciska Szabó
  • , Tomasz Wdowik
  • , Aleksandra Krzeszewska
  • , Krzysztof Mazurek
  • , Martin P. Andersson
  • , Dorota Gryko*
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

Vitamin B12, a water-soluble cobalt complex, is inherently predisposed to catalyze reactions under aqueous conditions. Despite its potential, adopting this strategy for transformations of hydrophobic reagents has been challenging, because of their low aqueous solubility. Here, we demonstrate that vitamin B12 promotes the reaction of epoxides and aziridines with electrophilic olefins in a micellar system. The desired products are obtained efficiently in a fully regioselective manner. This green catalytic approach further advances the use of vitamin B12 in sustainable catalysis providing a valuable method to synthesize important intermediates.

Original languageEnglish
Pages (from-to)5642-5646
Number of pages5
JournalOrganic Letters
Volume27
Issue number22
DOIs
StatePublished - 6 Jun 2025

Bibliographical note

Publisher Copyright:
© 2025 The Authors. Published by American Chemical Society.

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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