- Turkish Journal of Chemistry
- Vol: 34 Issue: 5
- Co(III) catalysed asymmetric ring-opening of epichlorohydrin by salicylaldehyde derivatives: reversa...
Co(III) catalysed asymmetric ring-opening of epichlorohydrin by salicylaldehyde derivatives: reversal of enantioselectivity and rate acceleration on addition of AlCl3
Authors : Leman Karadeniz, Gamze Koz, Kadriye Aydin, Stephen T. Astley
Pages : 711-718
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Publication Date : 9999-12-31
Article Type : Makaleler
Abstract :Using asymmetric Cobalt(III) salen catalysts, the ring-opening of epichlorohydrin by 2,3-dihydroxybenzal- dehyde and 2,4- dihydroxybenzaldehyde was found to occur at the phenolic groups most distant from the aldehydic group. Switching catalysts afforded a reversal in enantioselectivity. For 2,3-dihydroxybenzaldehyde and salicylaldehyde, addition of AlCl3 to the reaction mixture led to an increase in reaction rate without any decrease in product enantiopurity.Keywords : Asymmetric catalysis, salicylaldehyde, Co(III) salen, aryloxy alcohols, epoxide ring-opening