Enantioselective cathodic reduction of some prochiral ketones in the presence of (−)-N,N′-dimethylquininium tetrafluoroborate at mercury cathode
✍ Scribed by Ashok K. Yadav; Meera Manju; Pukh Raj Chhinpa
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- English
- Weight
- 108 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0957-4166
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✦ Synopsis
This work describes preparative scale enantioselective cathodic reduction of some prochiral ketones, viz. 3,4-dihydro-1(2H)-naphthaleneone, 2-octanone, 1-phenyl-2-propanone, E-3-octen-2-one, 1-octyn-3-one, 1-undecyn-3-one, 1-tetradecyn-3-one at mercury pool in N,N-dimethyl formamide (DMF)-2-propanol (9.5:0.5), using tetrabutylammonium tetrafluoroborate (TBA•BF 4 ), as supporting electrolyte and (-)-N,N%-dimethylquininium tetrafluoroborate (DMQ•2BF 4 ), as a enantioselective inductor. The products obtained were corresponding (S)-alcohols in 24-70% ee.
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