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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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Article information


Submitted
03 Jul 2000
Accepted
01 Aug 2000
First published
22 Aug 2000

Chem. Commun., 2000, 1721-1722
Article type
Communication

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, 1721
DOI: 10.1039/B005419O

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