A novel anionic condensation, fragmentation, and elimination reaction of bicyclo[2.2.1]heptenone ring systems.
[formula: see text] We have identified an unprecedented anionic condensation, fragmentation, and elimination sequence from the coupling of bicyclo[2.2.1]-heptenones with aldehydes. This reaction leads to the stereoselective formation of disubstituted five-membered rings which are present in a wide array of bioactive molecules.
Rainier
J D
JD
Department of Chemistry, University of Arizona, Tucson 85721, USA. rainier@u.arizona.edu
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D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry; D013058:Mass Spectrometry; D013237:Stereoisomerism
D019086:Bridged Bicyclo Compounds, Heterocyclic