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Stereospecific cross-coupling of secondary alkyl ?-trifluoroboratoamides.

ABSTRACT: The stereospecific cross-coupling of enantioenriched nonbenzylic secondary alkyl boron compounds has been achieved. The high selectivity toward product formation over an undesired ?-H elimination pathway is achieved via an intramolecular coordination of an ancillary carbonyl to the metal center in the diorganopalladium intermediate.

SUBMITTER: Sandrock DL 

PROVIDER: S-EPMC3045699 | biostudies-literature | 2010 Dec

REPOSITORIES: biostudies-literature

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Stereospecific cross-coupling of secondary alkyl β-trifluoroboratoamides.

Sandrock Deidre L DL   Jean-Gérard Ludivine L   Chen Cheng-yi CY   Dreher Spencer D SD   Molander Gary A GA  

Journal of the American Chemical Society 20101115 48

The stereospecific cross-coupling of enantioenriched nonbenzylic secondary alkyl boron compounds has been achieved. The high selectivity toward product formation over an undesired β-H elimination pathway is achieved via an intramolecular coordination of an ancillary carbonyl to the metal center in the diorganopalladium intermediate. ...[more]

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