6533b857fe1ef96bd12b42ba
RESEARCH PRODUCT
trans- andcis-Bicyclo[n.1.0]alk-2-ynes of Medium Ring Size
H. DetertHerbert Meiersubject
chemistry.chemical_classificationRing sizeKetonechemistryBicyclic moleculeFragmentation (mass spectrometry)Reaction stepOrganic ChemistryNanotechnologyGeneral ChemistryPhysical and Theoretical ChemistryTriple bondMedicinal chemistrydescription
Starting from cycloalkenes, the cis- or trans-cyclopropano anellated cycloalkynes 2–7 of medium ring size were synthesized. The triple bonds were introduced in the final reaction step either by the fragmentation of the corresponding 1,2,3-selenadiazoles or by direct dehydration of a ketone (Scheme 2). The cis-fused bicycles 2 and 3 and the trans-fused bicycles 5, 6 and 7 could be isolated in a pure state. The intermediary existence of the most strained system trans-bicyclo[7.1.0]dec-2-yne (4) was proven by trapping reactions.
year | journal | country | edition | language |
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1997-07-01 | Liebigs Annalen |