Iridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones to chiral diols.

Chem Sci

State Key Laboratory and Institute of Elemento-Organic Chemistry , Nankai University, Tianjin 300071 , China . Email: ; Email:

Published: March 2017

We report a protocol for the highly efficient iridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones dynamic kinetic resolution. Using Ir-SpiroPAP ()- as a catalyst, a wide range of chiral diols were prepared in a high yield (80-95%) with a high enantioselectivity (up to 95% ee) under mild reaction conditions. This protocol was used for enantioselective syntheses of (-)-preclamol and a chiral 2,5-disubstituted tetrahydropyran.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5396509PMC
http://dx.doi.org/10.1039/c6sc04609fDOI Listing

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