Highly Enantioselective Hydrogenation of Amides via Dynamic Kinetic Resolution Under Low Pressure and Room Temperature

Autor:	Jeremy M. John, Suneth Kalapugama, Steven H. Bergens, Riley T. Endean, Loorthuraja Rasu, Roxanne Clément, Elanna Stephenson
Rok vydání:	2017
Předmět:	010405 organic chemistry Chemistry Enantioselective synthesis General Chemistry 010402 general chemistry 01 natural sciences Biochemistry Catalysis 0104 chemical sciences Kinetic resolution Colloid and Surface Chemistry Yield (chemistry) Organic chemistry Enantiomeric excess
Zdroj:	Journal of the American Chemical Society. 139:3065-3071
ISSN:	1520-5126 0002-7863
Popis:	High-throughput screening and lab-scale optimization were combined to develop the catalytic system trans-RuCl2((S,S)-skewphos)((R,R)-dpen), 2-PrONa, and 2-PrOH. This system hydrogenates functionalized α-phenoxy and related amides at room temperature under 4 atm H2 pressure to give chiral alcohols with up to 99% yield and in greater than 99% enantiomeric excess via dynamic kinetic resolution.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::ff3e6cbe1733bb4fe46fa0cbabb2abb0 https://doi.org/10.1021/jacs.6b12254 Zobrazit plný text záznamu