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Vinyl halides intramolecular carbopalladation

Various examples of intramolecular stereoselective carboamination have been reported28 "30. Asymmetric synthesis of key intermediates for capnellenols is achieved via a Heck-type intramolecular carbopalladation of an alkene with a vinyl halide and amide anion capture in the presence of Chiraphos- or BINAP-modified palladium catalysts31. [Pg.512]

Palladium-catalyzed vinylations of aryl halides are generally referred to as the Heck reaction (for reviews on the Heck reaction see [34-40]), a versatile process that can be performed inter- and intramolecularly [41]. In the Heck reaction the carbon-carbon single bond forming step is an insertion of an al-kene into the aryl-Pd bond, i.e., a carbopalladation, giving rise to an alkyl-Pd species. If this insertion is terminated by /1-hydride elimination the expected vinylation product is the outcome of the classical Heck reaction. Likewise, reversible insertion of a highly strained olefin where the /1-hydride elimination is suppressed leads to an entry to multiple Pd-catalyzed bond forming processes. [Pg.152]


See other pages where Vinyl halides intramolecular carbopalladation is mentioned: [Pg.47]    [Pg.1236]    [Pg.1236]   


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