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Studies Related to Penicillins. Part.22. Mechanistic Aspects of β-Elimination Reactions Involving Penicillinate 1,1-Dioxides
Steele, John,Stoodley, Richard J.
, p. 2241 - 2248 (2007/10/02)
In the presence of 1,5-diazabicyclonon-5-ene (DBN) (0.5 mol equiv.) and deuterium oxide, methyl benzyl penicillinate 1,1-dioxide (1a) was converted into its 3,6-dideuteriated derivative (3a), its 3,6-dideuteriated 6-epimer (3b), and (2R,3S)-1-(1-me
Studies Related to Penicillins. Part 21. β-Elimination Reactions of S,S-Dioxides of Penicillanic Esters
Pant, Chandra M.,Steele, John,Stoodley, Richard J.
, p. 595 - 602 (2007/10/02)
In the presence of 1,5-diazabicyclonon-5-ene (DBN), methyl benzylpenicillinate 1,1-dioxide (3a) is converted into (2S,3R)-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-4-oxo-3-phenylacetamidoazetidine-2-sulphinic acid (5a).Corresponding reactions are o
