1979
DOI: 10.1039/p19790003001
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Acid-catalysed dimerisation of a 7-hydroxyindene

Abstract: Treatment of a 7-hydroxyindan-1 -one (2) with methyl magnesium iodide gives the corresponding tertiary alcohol and two pentacyclic dimers, (9a) and (9b).

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“…Both of its enantiomeric forms have been encountered in many pharmacologically active molecules that include the azinothricin family of antitumor antibiotics, 1) verucopeptin, 2) the aurantimycins, 3) the C5a antagonist L-156,602, 4) the immunosuppressant IC101, 5) the oxytocin antagonist L-156,373, 6) and the matylastantin type-IV collagenase inhibitors. [7][8][9] There are several reports [10][11][12][13] about the synthesis of the racemic Piz. However, these reports have indicated some obstacles still to be overcome; the aza Diels-Alder (DA) reaction for the construction of the pyridazine framework has a low yield, and the N-deprotection was done under strict basic conditions.…”
mentioning
confidence: 99%
“…Both of its enantiomeric forms have been encountered in many pharmacologically active molecules that include the azinothricin family of antitumor antibiotics, 1) verucopeptin, 2) the aurantimycins, 3) the C5a antagonist L-156,602, 4) the immunosuppressant IC101, 5) the oxytocin antagonist L-156,373, 6) and the matylastantin type-IV collagenase inhibitors. [7][8][9] There are several reports [10][11][12][13] about the synthesis of the racemic Piz. However, these reports have indicated some obstacles still to be overcome; the aza Diels-Alder (DA) reaction for the construction of the pyridazine framework has a low yield, and the N-deprotection was done under strict basic conditions.…”
mentioning
confidence: 99%