Stereochemistry of the baker's yeast mediated reduction of the CC bond of (Z)- and (E)-5-benzoyloxyhex-3-en-2-one
| العنوان: | Stereochemistry of the baker's yeast mediated reduction of the CC bond of (Z)- and (E)-5-benzoyloxyhex-3-en-2-one |
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| المؤلفون: | Simonetta Lanati, Susanna Tchilibon, Giovanni Fronza, Roberta Rallo, Piero Grasselli, Claudio Fuganti |
| المصدر: | J. Chem. Soc., Perkin Trans. 1. :2927-2930 |
| بيانات النشر: | Royal Society of Chemistry (RSC), 1994. |
| سنة النشر: | 1994 |
| مصطلحات موضوعية: | Reduction (complexity), Syn and anti addition, Hydrogen, chemistry, Stereochemistry, Absolute configuration, chemistry.chemical_element, Molecule, Hydrogen atom, Enantiomer, Yeast |
| الوصف: | Baker's yeast reduction of the Z and E enones 5 and 6 to the methyl ketone 7 proceeds with kinetic preference for the R and S enantiomers, respectively. However, irrespective of the double-bond stereochemistry and of the absolute configuration of the oxygen-bearing carbon atom at position 5, the CC bond reduction occurs by formal anti addition of hydrogen, with delivery of the hydrogen atom at position 4 from the re-face of the molecule, as shown by 2H NMR studies onto lactones 17 and 18 obtained in experiments with deuteriated precursors. |
| تدمد: | 1364-5463 0300-922X |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_________::dc08b83eb940b2ba780d05ab47f4842c https://doi.org/10.1039/p19940002927 |
| رقم الأكسشن: | edsair.doi...........dc08b83eb940b2ba780d05ab47f4842c |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 13645463 0300922X |
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