The role of neutral anions in ionic liquid as solvent media for the reactivity and stereoselectivity towards asymmetric Michael addition reaction of n-pentanal with B-nitrostryrene catalyzed by L-Proline
Michael addition reactions of n-pentanal with ß-nitrostyrene in achiral and chiral ionic liquids catalyzed by l-proline were studied. Results indicate anion plays an important role as weak coordination properties in the reactivity and stereoselectivity towards Michael product. 1-Butyl-3-methylimidaz...
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| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Wiley-VCH Verlag
2019
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| Online Access: | http://psasir.upm.edu.my/id/eprint/82592/1/The%20role%20of%20neutral.pdf http://psasir.upm.edu.my/id/eprint/82592/ |
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| Summary: | Michael addition reactions of n-pentanal with ß-nitrostyrene in achiral and chiral ionic liquids catalyzed by l-proline were studied. Results indicate anion plays an important role as weak coordination properties in the reactivity and stereoselectivity towards Michael product. 1-Butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([Bmim][NTf2]) ionic liquid was found to be the best solvent media with a high yield (up to 90%) and a high diastereomeric ratio (syn/anti: 91/9), with moderate enantioselectivity (38% ee) among ten ionic liquids tested. The ionic liquid has been reusable over five numbers of cycles. |
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