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RESEARCH PRODUCT

One-Pot Synthesis of Trisubstituted 1,2-Amino Alcohols from Deprotonated α-Amino Nitriles

Till OpatzCoralie Kison

subject

DeprotonationChemistryOrganic ChemistryOne-pot synthesisOrganic chemistryAmino nitrilesPhysical and Theoretical ChemistryVicinalUmpolung

description

A short synthesis of N,1,2-trisubstituted vicinal amino alcohols by 1,2-addition of deprotonated N-monosubstituted α-amino nitriles to aldehydes and subsequent one-pot reduction of the intermediates with borane–THF is described. This procedure leads to the predominant formation of the anti-configured products. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

https://doi.org/10.1002/ejoc.200701205