Selective and Scalable Synthesis of Sugar Alcohols by Homogeneous Asymmetric Hydrogenation of Unprotected Ketoses

Angew Chem Int Ed Engl. 2021 Jan 11;60(2):721-725. doi: 10.1002/anie.202009790. Epub 2020 Oct 13.

Abstract

Sugar alcohols are of great importance for the food industry and are promising building blocks for bio-based polymers. Industrially, they are produced by heterogeneous hydrogenation of sugars with H2 , usually with none to low stereoselectivities. Now, we present a homogeneous system based on commercially available components, which not only increases the overall yield, but also allows a wide range of unprotected ketoses to be diastereoselectively hydrogenated. Furthermore, the system is reliable on a multi-gram scale allowing sugar alcohols to be isolated in large quantities at high atom economy.

Keywords: asymmetric catalysis; hydrogenation; industrial chemistry; ruthenium; sugar alcohol.