Synthesis of novel selenapenams, selenacephems, and selenazepines using a 2-(trimethylsilyl)ethyl protection approach.
Selenapenams, selenacephems, and selenazepines were synthesized using a 2-(trimethylsilyl)ethyl (TSE) protection approach in an extremely simple way. TSE protection for selenium is used for the first time in the synthesis of selenium-containing beta-lactam. Novel intramolecular cycloaddition reaction of selenium with alkynes and allenes is used in the present synthesis.
Garud
Dinesh R
DR
Department of Chemistry, Faculty of Engineering, Gifu University, Gifu-501-1193, Japan.
Ando
Hiromune
H
Kawai
Yumiko
Y
Ishihara
Hideharu
H
Koketsu
Mamoru
M
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis; D001381:Azepines / Q000138:chemical synthesis*; D008958:Models, Molecular; D015394:Molecular Structure; D016566:Organoselenium Compounds / Q000138:chemical synthesis*; D047090:beta-Lactams / Q000138:chemical synthesis*
D000900:Anti-Bacterial Agents; D001381:Azepines; D016566:Organoselenium Compounds; D047090:beta-Lactams