Chemoenzymatic flow cascade for the synthesis of protected mandelonitrile derivatives

Org Biomol Chem. 2015 Feb 14;13(6):1634-8. doi: 10.1039/c4ob02128b.

Abstract

A chemoenzymatic two-step cascade process, with both steps having incompatible reaction conditions, was successfully performed in continuous flow. The chemoenzymatic aqueous formation of cyanohydrins was integrated with a subsequent organic phase protection step in a single flow process utilising a membrane-based phase separation module. The wider applicability of our setup was demonstrated with the synthesis of nine protected cyanohydrin derivatives, all obtained in good yields and high to excellent enantioselectivity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetonitriles / chemical synthesis*
  • Acetonitriles / chemistry
  • Molecular Structure
  • Stereoisomerism

Substances

  • Acetonitriles
  • mandelonitrile