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1. Chiral organometallic reagents. Part 27. The stereochemistry of the carbomagnesiation of a vinylsilane

Author

Oliver Knopff, Reinhard W. Hoffmann, and Thorsten Faber

Subjects
Reaction conditions, chemistry.chemical_classification, Double bond, Chemistry, Stereochemistry, Magnesium, chemistry.chemical_element, chemistry.chemical_compound, Stereospecificity, Reagent, Intramolecular force, Organic chemistry, Vinylsilane, Carbon
Abstract

The intramolecular carbomagnesiation of a vinylsilane at 25 °C in THF has been found to proceed in a stereospecific (>95%) syn-addition of carbon and magnesium to the double bond. The resulting α-silylalkylmagnesium compounds are not configurationally stable under the reaction conditions. They epimerize with a half-life of 2.7 d at room temperature.

Published
2001

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