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 |
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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 |
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