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Issue 9, 2015
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Configurationally stable, enantioenriched organometallic nucleophiles in stereospecific Pd-catalyzed cross-coupling reactions: an alternative approach to asymmetric synthesis

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Abstract

Several research groups have recently developed methods to employ configurationally stable, enantioenriched organometallic nucleophiles in stereospecific Pd-catalyzed cross-coupling reactions. By establishing the absolute configuration of a chiral alkyltin or alkylboron nucleophile prior to its use in cross-coupling reactions, new stereogenic centers may be rapidly and reliably generated with preservation of the known initial stereochemistry. While this area of research is still in its infancy, such stereospecific cross-coupling reactions may emerge as simple, general methods to access diverse, optically active products from common enantioenriched organometallic building blocks. This minireview highlights recent progress towards the development of general, stereospecific Pd-catalyzed cross-coupling reactions using configurationally stable organometallic nucleophiles.

Graphical abstract: Configurationally stable, enantioenriched organometallic nucleophiles in stereospecific Pd-catalyzed cross-coupling reactions: an alternative approach to asymmetric synthesis

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Publication details

The article was received on 10 May 2015, accepted on 30 Jun 2015 and first published on 01 Jul 2015


Article type: Minireview
DOI: 10.1039/C5SC01710F
Citation: Chem. Sci., 2015,6, 5105-5113
  • Open access: Creative Commons BY license
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    Configurationally stable, enantioenriched organometallic nucleophiles in stereospecific Pd-catalyzed cross-coupling reactions: an alternative approach to asymmetric synthesis

    C. Wang, J. Derosa and M. R. Biscoe, Chem. Sci., 2015, 6, 5105
    DOI: 10.1039/C5SC01710F

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