90425-41-5Relevant academic research and scientific papers
Preparation and Properties of Substituted 6&β-Vinylpenicillanic Acids
Foulds, Christopher D.,Jaxa-Chamiec, Albert A.,O'Sullivan, Anthony C.,Sammes, Peter G.
, p. 21 - 28 (2007/10/02)
Routes to the title compounds are described, either using the selective addition of thiols to the known 6-allylidenepenicillanic acids or by the conjugate addition of Grignard derivatives, derived from 6,6-dibromopenicillanates, to substituted acrylates and acrylamides, followed by stereoselective reduction of the remaining 6-bromo-group to produce the 6β-substituted penicillanates.The 6β-derivatives containing the acryloyl side-chain were relatively unstable and readily underwent intramolecular rearrangement to the corresponding thiazepinones.
