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. 2007 Aug 2;9(16):3025-7.
doi: 10.1021/ol0710919. Epub 2007 Jul 14.

Convenient synthesis of stable aldimine-borane complexes, chiral delta-amino alcohols, and gamma-substituted GABA analogues from nitriles

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Convenient synthesis of stable aldimine-borane complexes, chiral delta-amino alcohols, and gamma-substituted GABA analogues from nitriles

P Veeraraghavan Ramachandran et al. Org Lett. .

Abstract

A one-pot synthesis of stable aldimine-trialkylborane adducts, the first synthesis of C- and N-deuterated imine-borane complexes, and their application for a highly enantioselective (84-99% ee) synthesis of delta-amino alcohols and gamma-substituted gamma-aminobutyric acids, including deuterated amino acids from nitriles, are described.

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