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Communication | Special issue | Vol 49, No. 1, 1998, pp.113-116
Published online, 1st January, 1970
DOI: 10.3987/COM-98-S52
Cycloaddition of Lithium Ynolate to Imines: Synthesis of 3,4-Disubstituted β-Lactams

Mitsuru Shindo,* Soichiro Oya, Yusuke Sato, and Kozo Shishido

*Institute for Medicinal Resources, University of Tokushima, Sho-machi 1, Tokushima 770-8505, Japan


Cycloaddition reaction of a lithium ynolate to N-sulfonylimines afforded 3,4-disubstituted β-lactams. The cis-products were synthesized in high diastereoselectivity via quenching of the intermediate, β-lactam enolates, with phenol.