When two reactions become one

Merging two fundamental reactions of organoboron compounds provides a new platform for catalysis [Also see Report by Zhang et al. ] Organoboron compounds are among the most widely used reagents in organic synthesis and underpin many of the most frequently practiced and important reactions in synthet...

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Veröffentlicht in:Science (American Association for the Advancement of Science) 2016-01, Vol.351 (6268), p.26-27
Hauptverfasser: Fyfe, James W. B., Watson, Allan J. B.
Format: Artikel
Sprache:eng
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Zusammenfassung:Merging two fundamental reactions of organoboron compounds provides a new platform for catalysis [Also see Report by Zhang et al. ] Organoboron compounds are among the most widely used reagents in organic synthesis and underpin many of the most frequently practiced and important reactions in synthetic organic chemistry ( 1 ). These reactions are based on specific mechanistic events that are distinctive to the reaction class. Catalytic processes are usually driven by transmetallation to transition metal complexes (passing a ligand from boron to the metal), whereas stoichiometric processes are based on metallate rearrangement mechanisms—ligands undergoing redistribution around a boron center—initiated by an incoming nucleophile. On page 70 of this issue, Zhang et al. ( 2 ) report an alternative transmetallation process that harmoniously merges these usually independent mechanisms, and they demonstrate its application within a multicomponent catalytic reaction that generates specific chiral products.
ISSN:0036-8075
1095-9203
DOI:10.1126/science.aad8698