107668-46-2Relevant academic research and scientific papers
Generation, electrocyclic ring opening, and unprecedented conversion of a 3-acylaminoazetinone into cis-3,4-disubstituted azetidinones
Wolfe,Ro,Shi
, p. 1259 - 1271 (2007/10/03)
An attempt to synthesize the nucleus of cefaclor by insertion of an appropriately functionalized rhodium carbene into a β-lactam N-H bond leads instead to attack at sulfur, followed by fragmentation into a four-membered thietanone and a four-membered 3-acylaminoazetinone. The azetinone undergoes electrocyclic ring opening, with a calculated half-life of 11 s at 40°C, to a trans-disubstituted vinyl isocyanate, but can be trapped by saturated, unsaturated allylic and benzylic alcohols to form 3,4-disubstituted azetidinones in which the cis- isomer predominates.
Synthesis of Novel Fused β-Lactams by Intramolecular 1,3-Dipolar Cycloadditions. Part 10. The 9-oxa-6-thia-1,3-dizabicyclononene, 8-Oxo-5-thia-1,3-diazabicyclooctene and 8-Oxo-5-oxa-1,3-diazabicyclooctene Ring Systems
Branch, Clive L.,Pearson, Michael J.
, p. 1097 - 1100 (2007/10/02)
4-Acetoxyazetidin-2-one (6) has been converted into (E)- and (Z)-1--azetidin-2-one (10) and (13).Thermolysis of either geometrical isomer in refluxing xylene afforded t-butyl (2RS,6RS)-4-ethoxyca
