315696-03-8Relevant articles and documents
A novel approach to a precursor of the carbapenem antibiotic PS-5 via aziridine stereospecific carbonylation
Davoli, Paolo,Prati, Fabio
, p. 2379 - 2389 (2007/10/03)
Cobalt carbonyl-catalyzed carbonylative ring expansion of optically pure cis-1-benzyl-3-ethyl-2-hydroxymethylaziridine (5) to trans-β-lactam (8) afforded a key precursor of the carbapenem antibiotic (+)-PS-5. Aziridine (5) was obtained in both enantiomerically pure forms by Amano PS lipase - catalyzed esterification in n-hexane using vinyl acetate as acyl donor. The stereochemical pathway of the carbonylation reaction was proved by configurational assignments through chemical correlation.