Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives

Jinxing Ye, Darren J. Dixon, Peter S. Hynes

    Research output: Contribution to journalArticlepeer-review

    Abstract

    A family of 9-amino(9-deoxy) epicinchonine derivatives, possessing a range of mono- and bidentate hydrogen bond donor groups at the 9-position, were synthesised and evaluated for asymmetric organocatalytic activity in the dimethyl malonate Michael addition to β-nitrostyrene; thiourea derivative 1e was identified as the most effective bifunctional organic catalyst and found to induce high enantioselectivity in the malonate ester Michael addition reaction to a range of nitro olefins. © The Royal Society of Chemistry 2005.
    Original languageEnglish
    Pages (from-to)4481-4483
    Number of pages2
    JournalChemical Communications
    Issue number35
    DOIs
    Publication statusPublished - 21 Sept 2005

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