Perfluoroalkylation with organosilicon reagents

Article Abstract:

"R(sub f)(super -)" group transfer to electrophiles can be attained under mild reaction conditions using silicon-assisted perfluoroalkylation. The transient "R(sub f)(super -)" is stabilized in perfluoroalkylation by the silicon, with its thermodynamically favoured decomposition pathways prevented. The nature of the substrate and silane will determine if the reaction is either catalytic or equimolar in nucleophilic activator. Silylated reagents offer the benefits of handling convenience and mildness. The cation-anion interaction is also affected by the solvent.

Materials, Alkylation, Alkylation (Petroleum refining), Chemical tests and reagents, Reagents

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Chiral organosilicon compounds in asymmetric synthesis

Article Abstract:

The applications of chiral organosilicon compounds in asymmetric synthesis is described. While silanes have found practical use in nearly every major synthesis involving C-C bond formation, functionalization or protection, the use of Si- and C-centered chiral organosilicons in controlling both the direction and stereoselectivity of reactions is still largely underdeveloped. Their influence is mainly steric in origin and, except for alpha-silylcarbanions, the enantiomeric yields of their reactions are so far modest.

Chirality, Organic compounds, Organic compound synthesis

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Silyallyl anions in organic synthesis: a study in regio- and stereoselectivity

Article Abstract:

A review of research into the reactions of silyallyl anions with electrophiles E+ is presented. The research demonstrates that, in some cases, silyallyl anion reactions can be controlled to be regio- and stereoselective. Furthermore, the factors that govern those selectivities can be manipulated. The ability to control such reactions has enhanced silyallyl anions' synthetic utility.

Anions, Silicon compounds

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