445298-95-3Relevant academic research and scientific papers
Dynamic thermodynamic resolution of N-methylpseudoephedrine α-bromo esters for asymmetric syntheses of α-hydroxy carboxylic acid derivatives
Nam, Jiyoun,Lee, Sang-Kuk,Park, Yong Sun
, p. 2397 - 2401 (2007/10/03)
An example of dynamic thermodynamic resolution in the nucleophilic substitution reactions of α-bromo esters with an oxygen nucleophile is described. Temperature controlled epimerization-substitution sequence provides a practical protocol for the preparation of highly enantioenriched α-hydroxy carboxylic acid derivatives up to 72% yield with 99:1 er.
Dynamic resolution of α-bromo-α-alkyl esters using N-methyl pseudoephedrine as a chiral auxiliary: Asymmetric syntheses of α-amino acid derivatives
Lee, Sang-Kuk,Nam, Jiyoun,Yong, Sun Park
, p. 790 - 792 (2007/10/03)
N-Methyl pseudoephedrine mediated dynamic resolution of α-bromo-α-alkyl esters in nucleophilic substitution reaction has been investigated. Best results are obtained when α-bromo-α-alkyl esters 1, 4 and 5 are allowed to equilibrate before the addition of nucleophile. This simple epimerization-substitution sequence provides a practical protocol for asymmetric syntheses of α-amino acid derivatives 2, 7 and 8 up to 98:2 enantiomeric ratio.
