Ru-catalyzed asymmetric hydrogenation of α,β-unsaturated ketones < em > via < /em > a hydrogenation/isomerization cascade

Chem Commun (Camb). 2024 Mar 28. doi: 10.1039/d4cc00356j. Online ahead of print.ABSTRACTRu-catalyzed asymmetric hydrogenation of α-substituted α,β-unsaturated ketones has been developed for the enantioselective synthesis of chiral α-substituted secondary alcohols with high diastereo- and enantioselectivities (up to >99 : 1 dr, 98% ee). Mechanistic experiments suggest that the reaction proceeds via a Ru-catalyzed asymmetric hydrogenation of the CO bond in concert with a base-promoted allylic alcohol isomerization, and the final stereoselectivities were controlled by a DKR process during the asymmetric hydrogenation of the ketone intermediate.PMID:38545855 | DOI:10.1039/d4cc00356j

Source: Chemical Communications - March 28, 2024 Category: Chemistry Authors: Kun Wang Saisai Niu Weijun Tang Dong Xue Jianliang Xiao Hongfeng Li Chao Wang Source Type: research