“4,7-lactams”, intermediates for penems synthesis. I. skeletal conversion of penicillanic acid to (+)-2,2,5,5-tetramethyl-9-oxo-3-oxa-6-thia-azabicyclo[5,2,01,7]nonane

“4,7-lactams”, intermediates for penems

“4,7-lactams”, intermediates for penems synthesis. II. Total synthesis of (+)-2,2-dimethyl-9-oxo-3-oxa-6-thia-1-azabicyclo [5.2.01,7]nonane

✍ Ferruccio Casabuona; Antonio Longo; Angelo Crugnola; Paolo Lombardi 📂 Article 📅 1981 🏛 Elsevier Science 🌐 French ⚖ 190 KB

The total synthesis of chiral ~~4,7-lactam1~ 4 has been accomplished starting from &acetoxyazetidinone. An independent route from methyl penicillanate has been used to test the efficiency of the foregoing synthesis. We recently reported (1) the skeletal conversion of penicillanic acid to (+)-2,2,5,