Chapter 9: Dynamic Kinetic Resolutions Promoted by Other Organocatalysts
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Published:06 May 2022
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Special Collection: 2022 ebook collectionSeries: Catalysis Series
Organocatalytic Dynamic Kinetic Resolution, The Royal Society of Chemistry, 2022, ch. 9, pp. 141-149.
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This chapter includes the use of miscellaneous types of chiral organocatalysts that have been successfully applied to dynamic kinetic resolutions. For example, chiral bisguanidinium salt catalysts have allowed enantioselectivities of up to 99% ee to be achieved when applied as promotors of oxyamination of azlactones with oxaziridines or alcoholysis of azlactones with oximes. Other types of chiral organocatalysts, such as α-hydroxy acids, benzothiadiazines, bicyclic imidazoles, disulfides and biphosphines, have also encountered success in a variety of dynamic kinetic resolutions evolving through isomerisation of α-substituted alkynoates, acylation of 3-hydroxyphthalides with diphenyl acetyl chloride, oxidation of chlorophosphines and amination of a Morita–Baylis–Hillman acetate with phthalimide among others.