106693-59-8Relevant articles and documents
1,3-DIPOLAR CYCLOADDITION REACTIONS OF PYRAZOLIDINIUM YLIDES WITH VINYL SULFONES. A REGIOSELECTIVE SYNTHESIS OF BICYCLIC PYRAZOLIDINONE ANTIBACTERIAL AGENTS
Jungheim, Louis N.,Barnett, Charles J.,Gray, Joseph E.,Horcher, Linus H.,Shepherd, Timothy A.,Sigmund, Sandra K.
, p. 3119 - 3126 (1988)
The 1,3-dipolar cycloaddition reaction of pyrazolidinium ylide 1 with substituted vinyl sulfones 5 was studied.Elimination of benzenesulfinic acid from the resulting cycloadducts gave rise to bicyclic pyrazolidinones 3.The (E)-olefin isomers were found to undergo cycloaddition in a highly regioselective fashion.These pyrazolidinones 3 represent the nuclei of an exciting new class of potent antibacterial agents that mimic β-lactams.