17609-50-6Relevant articles and documents
New expedient route to both enantiomers of nonproteinogenic α-amino acid derivatives from the unsaturated 2-aza-bicyclo moiety
Alonso, Diego A.,Bertilsson, Sophie K.,Johnsson, Sandra Y.,Nordin, Sofia J. M.,Soedergren, Mikael J.,Andersson, Pher G.
, p. 2276 - 2280 (2007/10/03)
The influence of the reaction conditions on the catalytic hydrogenation of 2-aza-bicyclo hept-5-ene and oct-5-ene derivatives has been investigated. We found it possible to fully control the extent of allylic vs benzylic C-N hydrogenolysis by simple variations of H2 pressure and acidity of the reaction medium. The use of the reaction pathways was demonstrated by the selective preparation of four categories of optically active α-amino acid derivatives. The strategy was also extended to the synthesis of enantiopure α-amino ketones.
