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.
Publication Name: Chemical Reviews
Subject: Chemistry
ISSN: 0009-2665
Year: 1997
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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.
Publication Name: Chemical Reviews
Subject: Chemistry
ISSN: 0009-2665
Year: 1992
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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.
Publication Name: Chemical Reviews
Subject: Chemistry
ISSN: 0009-2665
Year: 1995
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- Abstracts: Chromium-catalyzed oxidations in organic synthesis. The nitroso ene reaction: a regioselective and stereoselective allylic nitrogen functionalization delight and synthetic potential
- Abstracts: Asymmetric conjugate addition. The concept of transient chirality in the stereoselective synthesis of functionalized cycloalkenes applying the retro-Diels-Alder methodology
- Abstracts: The chiral pool as a source of enantioselective catalysts and auxiliaries. Enantioselective addition of organozinc reagents to aldehydes