ChemInform Abstract: Chemistry of Penicillin Diazoketones. Part 2. From β-Lactam to β-Lactone.
Abstract
The penicillanic acid methyl ester (I) is transformed into the diazoketone (II) which decomposes on treatment with catalytic amounts of rhodium(II) acetate to yield the β-lactone (III).
ChemInform Abstract
The penicillanic acid methyl ester (I) is transformed into the diazoketone (II) which decomposes on treatment with catalytic amounts of rhodium(II) acetate to yield the β-lactone (III). Photolysis of the diazoketone (IV) produces the β-lactone (V) which is cleaved by aniline (VI), forming the hydroxycarboxamide (VII). (Intermediates, mechanism).