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.
|Autori:||CROTTI P; DI BUSSOLO V; FAVERO L; PINESCHI M; PASERO M|
|Titolo:||Metal salt-catalyzed addition of lithium enolates of ketones to 1,2-epoxides. An efficient route to alpha-alkyl-gamma-hydroxy ketones|
|Anno del prodotto:||1996|
|Digital Object Identifier (DOI):||10.1021/jo961259w|
|Appare nelle tipologie:||1.1 Articolo in rivista|