beta-sultam and sulfonyl-chloride

beta-sultam has been researched along with sulfonyl-chloride* in 3 studies

Other Studies

3 other study(ies) available for beta-sultam and sulfonyl-chloride

ArticleYear
Ortho-Nitro Effect on the Diastereoselective Control in Sulfa-Staudinger and Staudinger Cycloadditions.
    Molecules (Basel, Switzerland), 2017, May-12, Volume: 22, Issue:5

    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 Journal of organic chemistry, 2014, Nov-07, Volume: 79, Issue:21

    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.
    Organic letters, 2007, May-10, Volume: 9, Issue:10

    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