Using Chiral Ionic Liquid Additives to Enhance Asymmetric Induction in a Diels-Alder Reaction
| Autor: | H. Q. Nimal Gunaratne, Mark J. Muldoon, Armando J. L. Pombeiro, Viorica Pârvulescu, Christopher Hardacre, Peter Goodrich, Lili Jin, L Hall, Ana P. C. Ribeiro, Yu Wang, Paul Nicholas Davey |
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| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: | |
| Zdroj: | Goodrich, P, Gunaratne, H Q N, Hall, L, Wang, Y, Jin, L, Muldoon, M J, Ribeiro, A P C, Pombeiro, A J L, Pârvulescu, V I, Davey, P & Hardacre, C 2017, ' Using Chiral Ionic Liquid Additives to Enhance Asymmetric Induction in a Diels-Alder Reaction ', Dalton Transactions, vol. 46, pp. 1704-1713 . https://doi.org/10.1039/c6dt04572c |
| DOI: | 10.1039/c6dt04572c |
| Popis: | A bis-oxazoline ligand has been complexed using Cu(II) and Zn(II) trifluoromethanesulfonate and a range of chiral ionic liquid (CIL) additives based on natural products were used as a co-catalyst for a Diels–Alder reaction. The catalytic performance of these systems was compared for the asymmetric Diels–Alder reaction between N-acryloyloxazolidinone and cyclopentadiene with and without the presence of a CIL additive. In the absence of the CIL, both catalysts resulted in low enantioselectivities in conventional solvents and ionic liquids. However, whilst only a minor effect of the CIL was observed for the Cu based catalyst, in the case of the Zn based catalyst, significant enhancements in endo enantioselectivity of up to 50% were found on the addition of a CIL. |
| Databáze: | OpenAIRE |
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