Remote functionalisation viasodium alkylamidozincate intermediates: access to unusual fluorenone and pyridyl ketone reactivity patternsElectronic supplementary information (ESI) available: X-ray data, full experimental details, NMR spectra. CCDC 807682–3 (2and 3). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c1cc10193e

Autor: Crawford, James J., Fleming, Ben J., Kennedy, Alan R., Klett, Jan, O’Hara, Charles T., Orr, Samantha A.
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Zdroj: Chemical Communications; Mar2011, Vol. 47 Issue 13, p3772-3774, 3p
Abstrakt: Treating fluorenone or 2-benzoylpyridine with the sodium zincate [(TMEDA)·Na(μ-tBu)(μ-TMP)Zn(tBu)] in hexane solution, gives efficient tBu addition across the respective organic substrate in a highly unusual 1,6-fashion, producing isolable organometallic intermediates which can be quenched and aerobically oxidised to give 3-tert-butyl-9H-fluoren-9-one and 2-benzoyl-5-tert-butylpyridine respectively. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index