2021•Unpublished venueRequires access

Asymmetric (Transfer) Hydrogenation of Substituted Ketones Through Dynamic Kinetic Resolution

Pierre‐Georges Echeverria, Tahar Ayad, Phannarath Phansavath, Virginie Ratovelomanana‐Vidal

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Abstract

Transition-metal-mediated asymmetric hydrogenation and transfer hydrogenation of substituted ketones, especially when combined with a dynamic kinetic resolution process, are efficient tools for the synthesis of enantiomerically enriched alcohols which are valuable intermediates for the manufacture of pharmaceuticals and fine chemicals. Numerous ruthenium, rhodium, and iridium complexes are developed and used for the asymmetric (transfer) hydrogenation of substituted ketones. Valuable building blocks bearing up to three stereogenic centers can be easily prepared that way in one single step with very high levels of enantio- and diastereoselectivity in good to excellent yields. This chapter presents the recent progress achieved in this field.

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What this paper is about

Transition-metal-mediated asymmetric hydrogenation and transfer hydrogenation of substituted ketones, especially when combined with a dynamic kinetic resolution process, are efficient tools for the synthesis of enantiomerically enriched alcohols which are valuable intermediates for the manufacture of pharmaceuticals and fine chemicals. Numerous ruthenium, rhodium, and iridium complexes are developed and used for the asymmetric (transfer) hydrogenation of substituted ketones. Valuable building blocks bearing up to three stereogenic centers can be easily prepared that way in one single step with very high levels of enantio- and diastereoselectivity in good to excellent yields. This chapter presents the recent progress achieved in this field.

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Available abstract

Transition-metal-mediated asymmetric hydrogenation and transfer hydrogenation of substituted ketones, especially when combined with a dynamic kinetic resolution process, are efficient tools for the synthesis of enantiomerically enriched alcohols which are valuable intermediates for the manufacture of pharmaceuticals and fine chemicals. Numerous ruthenium, rhodium, and iridium complexes are developed and used for the asymmetric (transfer) hydrogenation of substituted ketones. Valuable building blocks bearing up to three stereogenic centers can be easily prepared that way in one single step with very high levels of enantio- and diastereoselectivity in good to excellent yields. This chapter presents the recent progress achieved in this field.

Key concepts: Transfer hydrogenation, Rhodium, Stereocenter, Kinetic resolution, Asymmetric hydrogenation, Noyori asymmetric hydrogenation, Iridium, Ruthenium

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