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Issue 18, 2000
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Conformational control in the SuperQuat chiral auxiliary 5,5-dimethyl-4-iso-propyloxazolidin-2-one induces the iso-propyl group to mimic a tert-butyl group

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Abstract

1 H NMR nOe spectroscopic studies reveal that conformational control in the enolates of N-acyl-5,5-dimethyl-4-iso-propyloxazolidin-2-ones ensures that the stereodirecting effect of its 4-iso-propyl-5,5-dimethyl functional group affords superior levels of facial selectivity normally associated with enolates derived from N-acyl-4-tert-butyloxazolidin-2-ones.

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Publication details

The article was received on 03 Jul 2000, accepted on 01 Aug 2000 and first published on 22 Aug 2000


Article type: Communication
DOI: 10.1039/B005419O
Citation: Chem. Commun., 2000,0, 1721-1722
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    Conformational control in the SuperQuat chiral auxiliary 5,5-dimethyl-4-iso-propyloxazolidin-2-one induces the iso-propyl group to mimic a tert-butyl group

    S. D. Bull, S. G. Davies, M. Key, R. L. Nicholson and E. D. Savory, Chem. Commun., 2000, 0, 1721
    DOI: 10.1039/B005419O

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