Sc(OTf)3 (10% mol) is a particularly effective catalyst in promoting the addn. reaction of lithium enolates of ketones to 1,2-epoxides to afford in good yield γ-hydroxy ketones. The diastereoselectivity of the catalyzed addn. reactions of enolate (Z)-LiOCPh:CHMe, derived from propiophenone, and the enolate derived from α-tetralone to propene oxide and cyclohexene oxide turned out to be poor, showing only a weak preference for the syn adduct.
Metal salt-catalyzed addition of lithium enolates of ketones to 1,2-epoxides. An efficient route to alpha-alkyl-gamma-hydroxy ketones
CROTTI, PAOLO;DI BUSSOLO, VALERIA;FAVERO, LUCILLA;PINESCHI, MAURO;PASERO, MARCO
1996-01-01
Abstract
Sc(OTf)3 (10% mol) is a particularly effective catalyst in promoting the addn. reaction of lithium enolates of ketones to 1,2-epoxides to afford in good yield γ-hydroxy ketones. The diastereoselectivity of the catalyzed addn. reactions of enolate (Z)-LiOCPh:CHMe, derived from propiophenone, and the enolate derived from α-tetralone to propene oxide and cyclohexene oxide turned out to be poor, showing only a weak preference for the syn adduct.File in questo prodotto:
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