The Directed Cleavage of Substituted 1-Phenylethylamines: A Novel Route to Enantiomerically Pure β-Amino Acid Esters and β-Lactams

Abstract
An efficient novel access to enantiomerically pure ß-amino acid esters and ß-lactams (e.g., methyl (3S,4S)-1-(tert-butyldimethylsilyl-4-methyl-2-oxoazetidine-3-carboxylate) from optically active 1-arylethylamines is described. Regiospecific cleavage is performed by Birch reduction and subsequent ozonolysis.

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