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.
supporting information, 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.