The synthesis of aza[n]ladderanes and azahomo[n]ladderanes containing β-lactams at the terminus

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dc.contributor.authorWarrener, R.N.
dc.contributor.authorRussell, R.A.
dc.contributor.authorMargetic, D.
dc.date.issued1997
dc.description.abstract5-Azabicyclo[2.2.0]hex-2-en-6-one 1 undergoes [2π+2π] cycloaddition with dimethyl acetylene dicarboxylate (Ru-catalysed) to yield aza[3]ladderane 2 which is transformed to aza[5]ladderanes 4 and 5 on treatment with cyclobutadiene and to azahomo[5]ladderanes 10 and 11 on reaction with cyclopentadiene. The specifities of these cycloaddition reactions are in agreement with predictions made using ab initio calculations. Chlorosulfonylisocyanate addition is used to access azahomo[4]ladderane 14.
dc.description.statementofresponsibilityRonald N. Warrener, Richard A. Russell, Davor Margetic
dc.identifier.citationSynlett: accounts and rapid communications in synthetic organic chemistry, 1997; 1997(1):38-40
dc.identifier.doi10.1055/s-1997-697
dc.identifier.issn0936-5214
dc.identifier.issn1437-2096
dc.identifier.urihttp://hdl.handle.net/2440/86808
dc.language.isoen
dc.publisherThieme Medical
dc.rights© Georg Thieme Verlag
dc.source.urihttps://doi.org/10.1055/s-1997-697
dc.subjectcycloaddition-specifities
dc.subjectpolycyclobutanes
dc.subjectchlorosulfonyl isocyanate
dc.subjectab initio calculations
dc.subject5-azabicyclo[2.2.0]hex-2-en-6-one
dc.titleThe synthesis of aza[n]ladderanes and azahomo[n]ladderanes containing β-lactams at the terminus
dc.title.alternativeThe synthesis of aza[n]ladderanes and azahomo[n]ladderanes containing beta-lactams at the terminus
dc.typeJournal article
pubs.publication-statusPublished

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