Issue 4, 1999

Asymmetric alkylations using SuperQuat auxiliaries—an investigation into the synthesis and stability of enolates derived from 5,5-disubstituted oxazolidin-2-ones

Abstract

Studies on the alkylation of enolates derived from a range of N-acyl-5,5-dimethyloxazolidin-2-ones and N-acyl-5,5-diphenyloxazolidin-2-ones reveal that high yields and high diastereoselectivities are best obtained when homochiral 4-isopropyl-5,5-dimethyloxazolidin-2-one is employed as a chiral auxiliary.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1999, 387-398

Asymmetric alkylations using SuperQuat auxiliaries—an investigation into the synthesis and stability of enolates derived from 5,5-disubstituted oxazolidin-2-ones

S. D. Bull, S. G. Davies, S. Jones and H. J. Sanganee, J. Chem. Soc., Perkin Trans. 1, 1999, 387 DOI: 10.1039/A809715A

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