Title: Stereoselective synthesis of N-phenylsulfonyl substituted spiro-β-lactams
Abstract: A stereoselective synthesis of N-phenylsulfonyl substituted spiro-β-lactams obtained from the N-(phenylmethylene)benzenesulfonamide and the ketene valence tautomer of the bicyclic mesoionic compounds derived from 4-hydroxy substituted N-acyl-l-prolines in the presence of acetic anhydride as the dehydrating agent is presented. The reaction of (2S,4R)-4-acetyloxy or benzoyloxy-N-acyl-proline with the above imine afforded a mixture of two diastereoisomeric spiro-β-lactams with complete stereoselectivity for the spiro carbon.
Publication Year: 1999
Publication Date: 1999-03-01
Language: en
Type: article
Indexed In: ['crossref']
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Cited By Count: 33
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