74481-06-4Relevant articles and documents
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.
Preparation of 6α-Monosubstituted and 6,6-Disubstituted Penicillanates from 6-Diazopenicillanates: Reactions of 6-Diazopenicillanates with Alcohols, Thiols, Phenylseleninyl Compounds, and Allylic Sulphides, and their Analogues
Giddings, Peter J.,John, D. Ivor,Thomas, Eric J.
, p. 2757 - 2766 (2007/10/02)
Reactions of 6-diazapenicillanates (1) and (2) with a range of compounds, in some cases catalysed by BF3-Et2O or Cu(acac)2, have been investigated, and found to be useful for the synthesis of 6α-monosubstituted and 6,6-disubstituted penicillanates.Thus th
