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Quinine catalysed asymmetric Michael additions in a sustainable solvent

Lookup NU author(s): Dr Jose Castro-Osma, Maria Morcillo

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Abstract

Diethyl carbonate is shown to be a suitable, sustainable solvent in which to carry out quinine catalysed asymmetric Michael additions of malononitriles to enones. Both malonitrile and alpha-substituted malononitriles can be used as substrate and the results suggest that pi-pi stacking interactions between the (hetero) aromatic rings of the catalyst and substrates are important in determining the degree of asymmetric induction.

Publication metadata

Author(s): Castro-Osma JA, Comerford JW, Heath S, Jones O, Morcillo M, North M

Publication type: Article

Publication status: Published

Journal: RSC Advances

Year: 2015

Volume: 5

Issue: 5

Pages: 3678-3685

Print publication date: 01/01/2015

Online publication date: 04/12/2014

Acceptance date: 04/12/2014

ISSN (electronic): 2046-2069

Publisher: Royal Society of Chemistry

URL: http://dx.doi.org/10.1039/c4ra12132e

DOI: 10.1039/c4ra12132e

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