Stereoselectivity of the nucleophilic F-alkylation of carbonylated carbohydrates
作者： Sandrine Lavaire , Richard Plantier-Royon , Charles Portella
DOI: 10.1016/S0957-4166(97)00620-4
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摘要: Abstract The addition of F-alkyl organometallics to carbonylated carbohydrates 1 – 3 was carried out using trimethylsilyl or bromomagnesium reagents. results are strongly dependent upon both the nature metal and substrate. Compounds 2 were transformed with high stereoselectivity into l -ido adduct F-organomagnesium reagents, whereas d -allo obtained complete fluoride activated F-organosilanes on compound . Comparison literature data emphasizes enhanced exhibited by perfluoroorganometallic difference between magnesium versus silyl reagents attributed chelation effects.
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