15058-70-5Relevant articles and documents
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Clayton,J.P.
, p. 2123 - 2127 (1969)
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Synthesis Of 6β-Methoxy-6α-Hydroxymethylpenenms
Sadeghpour, Bahman M.,Pellicciari, Roberto,Marchioro, Carla,Rossi, Tino,Tamburini, Bruno,et al.
, p. 10723 - 10730 (2007/10/02)
6α-Hydroxymethyl-6β-methoxy-2-phenoxymethylpenem was synthesized from benzyl 6β-bromo-6α-methoxypenicillanate via radical addition at 6α-position of methyl tributyltinacrylate and tributyltinstyrene inter alia.The reaction sequence to penem proceeds via secopenicillanates according to established procedures.The good yield of the radical reaction and its stereoselectivity provide a useful entry to the 6α-substituted 6β-methoxypenems and in particular to the 6α-hydroxymethyl-6β-methoxypenems.
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