beta-sultam has been researched along with sulfonyl-chloride* in 3 studies
3 other study(ies) available for beta-sultam and sulfonyl-chloride
Article | Year |
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Ortho-Nitro Effect on the Diastereoselective Control in Sulfa-Staudinger and Staudinger Cycloadditions.
The Topics: Cycloaddition Reaction; Esters; Imines; Ketones; Magnetic Resonance Spectroscopy; Malonates; Mass Spectrometry; Stereoisomerism; Sulfinic Acids; Sulfonamides; Sulfones | 2017 |
Insights into the β-sultam ring formation in the sulfa-Staudinger cycloadditions.
The reaction of imines with sulfonyl chlorides or even direct sulfenes to form β-sultams is herein named as sulfa-Staudinger cycloaddition. The β-sultam formation is proposed to follow a stepwise mechanism of sulfonylation, deprotonation, and conrotatory ring closure with 2,3-thiazabutadiene-type zwitterionic intermediates as key intermediates. Cyclic (Z)-imines give rise to trans-β-sultams exclusively, suggesting that the intermediates generated from linear (E)-imines undergo a conrotatory ring closure directly to afford cis-β-sultams. Meanwhile, their iminium isomers lead to trans-β-sultams via the conrotatory ring closure. Topics: Cycloaddition Reaction; Imines; Stereoisomerism; Sulfinic Acids; Sulfonamides | 2014 |
Catalytic asymmetric formation of beta-sultams.
beta-Sultams, highly strained sulfonyl analogues of beta-lactams, were prepared enantio- and diastereoselectively by tertiary amine catalyzed [2 + 2] cycloaddition reactions. The title compounds are practical precursors of highly enantioenriched biologically interesting beta-aminosulfonyl derivatives. Topics: Catalysis; Crystallography, X-Ray; Models, Molecular; Molecular Structure; Stereoisomerism; Sulfinic Acids; Sulfonamides | 2007 |