Carbometallation chemistry

نویسنده

  • Ilan Marek
چکیده

Following the pioneering Ziegler addition of nucleophiles to nonactivated unsaturated carbon–carbon bonds, the controlled carbometallation reaction has emerged. Since then, reactions that result in the addition of a carbon–metal bond of an organometallic across a carbon–carbon unsaturated system, leading to a new organometallic in which the newly formed carbon–metal bond can be used for further synthetic transformations, are called carbometallation reactions. In the past few decades, the intraas well as intermolecular additions of various organometallic species to a large variety of alkynes, alkenes and allenes have been successfully reported. Although the carbometallation reaction on alkynes is generally a wellcontrolled and predictable transformation, leading to large variety of substituted stereocontrolled alkenyl metals, the addition of organometallic species to acyclic nonactivated alkenes still represents a formidable and yet unresolved synthetic challenge. Particularly stimulating would be the regio-, stereoand enantioselective addition of organometallic species on α,βdisubstituted double bonds, leading to a configurationally stable sp3 organometallic that would subsequently react with electrophiles. This landmark transformation would formally result in the 1,2-bisalkylation of nonactivated alkenes! In this Thematic Series, you will find excellent contributions tackling various problems of carbometallation reactions, indicating a lively and rapidly moving field, and I have no doubt that more elegant transformations of C–C unsaturated bonds will continue to appear, including the enantioselective carbometallation reaction of substituted nonactivated alkenes. I would like to warmly thank all the contributors of this Thematic Series that have beautifully highlighted the state of the art of the field.

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عنوان ژورنال:

دوره 9  شماره 

صفحات  -

تاریخ انتشار 2013