engleski

Quinine-Mediated Parallel Kinetic Resolution of Racemic Cyclic Anhydride: Stereoselective Synthesis, Relative and Absolute Configuration of Novel Alicyclic b-amino acids

Four endo-isomers of (1R, 2S)-2-amino-4-methylenecyclopentanecarboxylic acid (Icofungipen (+)-1) have been prepared in the enantiomerically pure form. Three endo-isomers are obtained by quinine-mediated kinetic resolution of racemic anhydride, followed by Curtius rearrangement. The fourth one was obtained by exo-endo isomerization of (+)-1. Assignment of absolute configuration is based either on the Cotton effect in the CD spectra, or on correlation to known structures.

rac. cyclic anhydride; kinetic resolution; quinine; cyclic b-amino acids; absolute configuration.

nije evidentirano