Chemo- and Stereoselective Reduction of β-Keto-α-oximino Nitriles by Using Baker's Yeast

Autor: Jae Wook Lee, Yong Sup Lee, Soon Bang Kang, Youseung Kim, Gyochang Keum, Kilwoong Mo
Rok vydání: 2014
Předmět:
Zdroj: European Journal of Organic Chemistry. 2015:1137-1143
ISSN: 1434-193X
DOI: 10.1002/ejoc.201403393
Popis: The baker’s yeast mediated reduction of β-keto-α-oximino nitriles 3 at 20 °C gave β-hydroxy-α-oximino nitriles 4 in high yields with high enantiomeric purity [enantiomeric excess (ee) values 99%]. At room temperature, the same reaction afforded the product in a slightly lower yield. The β-hydroxyα-oximino nitriles 4 were obtained as single stereoisomers according to chiral GC–MS analyses and the 1 H and 19 F NMR spectra of the corresponding Mosher esters. The abso
Databáze: OpenAIRE