Journal
CHEMICAL SOCIETY REVIEWS
Volume 42, Issue 16, Pages 6990-7027Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c3cs60116a
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Funding
- Fundacao para a Ciencia e a Tecnologia (FCT) (COMPETE-Programa Operacional Factores de Competitividade), QREN/FEDER [PTDC/QUI-QUI/112913/2009]
- Fundação para a Ciência e a Tecnologia [PTDC/QUI-QUI/112913/2009] Funding Source: FCT
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The development of large scale synthesis of enantiopure and thermally stable (R)- and (S)-BINOL molecules constitutes a key milestone in the field of asymmetric catalysis. Particularly, a great variety of chiral binaphthyl-based phosphorus compounds, herein represented by phosphite and phosphine classes, have earned considerable relevance due to their versatility as ligands in enantioselective metal-catalysed reactions, allowing the preparation of optically active products with the desired enantiopurity. This review highlights the most relevant concepts and accounts regarding general synthetic procedures for binaphthyl-based mono-and bidentate phosphites and phosphines. Furthermore, the search for environmentally benign chemical catalytic processes compelled us to also give special attention to the functionalisation of binaphthyl-based phosphorus ligands for use in alternative reaction media. When available, a critical selection of their applications in catalysis is briefly assessed.
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