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Chiral BINOL-derived phosphoric acids: privileged Brønsted acid organocatalysts for C–C bond formation reactions

Organic & Biomolecular Chemistry · 2010 · Vol. 8(23) · pp. 5262–76
Alexandru ZamfirSebastian SchenkerMatthias FreundSvetlana B. Tsogoeva

Abstract

BINOL-derived phosphoric acids have emerged during the last five years as powerful chiral Brønsted acid catalysts in many enantioselective processes. The most successful transformations carried out with chiral BINOL phosphates include C-C bond formation reactions. The recent advances have been reviewed in this article with a focus being placed on hydrocyanations, aldol-type, Mannich, Friedel-Crafts, aza-ene-type, Diels-Alder, as well as cascade and multi-component reactions.

Asymmetric Synthesis and CatalysisAsymmetric Hydrogenation and CatalysisSynthetic Organic Chemistry MethodsChemistryPhosphoric acidBrønsted–Lowry acid–base theoryAldol reactionEnantioselective synthesisOrganocatalysisFriedel–Crafts reactionCatalysisOrganic chemistryCombinatorial chemistry

MeSH terms

AcidsCarbonCatalysisNaphthalenesPhosphoric AcidsStereoisomerism

Funding

  • Deutsche Forschungsgemeinschaft
Citations
313
FWCI
13.46
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Chiral BINOL-derived phosphoric acids: privileged Brønsted acid organocatalysts for C–C bond formation reactions · Scinovex