Tetrahedron p. 3119 - 3126 (1988)
Update date:2022-08-03
Topics:
Jungheim, Louis N.
Barnett, Charles J.
Gray, Joseph E.
Horcher, Linus H.
Shepherd, Timothy A.
Sigmund, Sandra K.
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.
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Doi:10.1021/ja00040a024
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