Organocatalytic Asymmetric Transfer Hydrogenation of (Hetero)Arenes

Gaëlle Mingat, Magnus Rueping

Research output: Chapter in Book/Report/Conference proceedingChapter

Abstract

Organocatalytic asymmetric transfer hydrogenations of heteroarenes constitute a powerful, generalizable, and environmentally friendly strategy to access biologically important chiral saturated heterocycles. The combination of asymmetric Brønsted acid catalysis and hydrogen transfer from Hantzsch-type dihydropyridines is the key for a successful reaction outcome. In particular, chiral BINOL-phosphoric acids and their derivatives show the highest activities and selectivities. Furthermore, step-economic cascade reactions are valuable advanced tools to generate bioactive molecules through an organocatalytic reduction in a targeted fashion. Recently developed cooperative and relay catalysis protocols combine organo- and metal-catalyzed reactions and make use of substoichiometric amounts of the hydrogen donor or solely employ hydrogen gas, the most cost–effective reductant.
Original languageEnglish (US)
Title of host publicationAsymmetric Dearomatization Reactions
PublisherWiley-VCH Verlag GmbH & Co. KGaA
Pages33-68
Number of pages36
ISBN (Print)9783527338511
DOIs
StatePublished - Jun 24 2016

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