142429-13-8Relevant articles and documents
Chemoenzymatic flow cascade for the synthesis of protected mandelonitrile derivatives
Delville, Marille M. E.,Koch, Kaspar,Van Hest, Jan C. M.,Rutjes, Floris P. J. T.
, p. 1634 - 1638 (2015/03/05)
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.
A one-pot reduction-transimition-reduction synthesis of N-substituted β-ethanolamines from cyanohydrins
Zandbergen, Peter,Van Den Niewendijk, Adrianus M. C. H.,Brussee, Johannes,Van Der Gen, Arne,Kruse, Chris G.
, p. 3977 - 3982 (2007/10/02)
An efficient (74% - 97% yield) three-step one-pot synthesis of (R)-Halostachine and analogues from O-protected optically active cyanohydrins is described. The reaction sequence involves a DIBAL reduction of the nitrile to an imine, transimination to a secondary imine and sodium borohydride reduction to the corresponding N-substituted β-ethanolamine. Both O-protected as well as unprotected reaction products can be obtained.