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Volumn 15, Issue 8, 2009, Pages 1901-1908

Regioselectivity control in the metal-catalyzed O-C functionalization of γ-allenols, part 1: Experimental study

Author keywords

Alienes; Cyclization; Gold; Heterocycles; Palladium

Indexed keywords

CATALYSIS; CATALYSTS; CYCLIZATION; LANTHANUM; PALLADIUM;

EID: 60749096548     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200802034     Document Type: Article
Times cited : (58)

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    • The preferential regioselective 7-endo cyclization here differs markedly from that of the only reported La-mediated oxycyclization of a γ-allenol, namely the 6-endo/6-exo cyclization of hexa-4,5-dien-1-ol leading to 6-methyl-3,4-dihydro-2H-pyran and 2-methylenetetrahydro-2H-pyran as a 4:1 mixture. See reference [15].
    • The preferential regioselective 7-endo cyclization here differs markedly from that of the only reported La-mediated oxycyclization of a γ-allenol, namely the 6-endo/6-exo cyclization of hexa-4,5-dien-1-ol leading to 6-methyl-3,4-dihydro-2H-pyran and 2-methylenetetrahydro-2H-pyran as a 4:1 mixture. See reference [15].
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    • Experimental procedures as well as full spectroscopic and analytical data for compounds not included in this Experimental Section are described in the Supporting Information. It contains as well copies of NMR spectra for all new compounds
    • Experimental procedures as well as full spectroscopic and analytical data for compounds not included in this Experimental Section are described in the Supporting Information. It contains as well copies of NMR spectra for all new compounds.


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