Stereoselectivity of the Nucleophilic F-Alkylation of CarbonylatedCarbohydrates.-The stereoselectivity of the addition of fluoroalkylsilanes and fluoroalkylmagnesium bromides to carbohydrates (I) and (VIII) is strongly dependent upon both the nature of the metal and substrate. Magnesium reagents (V) give with pentodialdoses (I) L-ido adducts (VI) with high stereoselectivity, whereas the addition of silanes (II) and (VII) to hexofuranosulose (VIII) is completely stereoselective affording the D-allo adducts (IX) and (XI). -(LAVAIRE, S.; PLANTIER-ROYON, R.; PORTELLA, C.; Tetrahedron: Asymmetry 9 (1998) 2, 213-226; Lab. React. Sel. Appl., CNRS, Fac. Sci., Univ. Reims-Champagne-Ardenne, F-51687 Reims, Fr.; EN)
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