Abstract
It has been previously demonstrated that chiral ligands, derived from a 1,2- disubstituted ferrocene constitute one of the most successful class of auxiliaries used in asymmetric catalysis.1 Thus, ligands of the Josiphos-type2 have recently reached the stage of industrial applications. As shown in Scheme 1, a new synthesis of biotin (vitamine H) was developed at LONZA Ltd., involving the use of such ligands in a Rh-catalyzed asymmetric hydrogenation reaction of a fully substituted C-C double bond.3 Moreover, what appears to be the largest-scale industrial application of asymmetric catalysis so far, is an Ir-catalyzed imine reduction that makes use of a ferrocenyl diphosphine for the synthesis of the herbicide (S)-Metolachlor at Novartis Ltd.4
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References
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Togni, A., Dorta, R., Köllner, C., Pioda, G. (1999). Some New Aspects of Asymmetric Catalysis with Chiral Ferrocenyl Ligands. In: Scolastico, C., Nicotra, F. (eds) Current Trends in Organic Synthesis. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-4801-0_7
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