142429-25-2Relevant academic research and scientific papers
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.
