Investigation of the configurational stability of lithiated phosphine oxides using diastereomerically pure and enantiomerically enriched phosphine oxides

DOI: 10.1039/p19960002567

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 2567 - 2573 (1996)

Update date:2022-07-31

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Authors:

O'Brien, Peter

Warren, Stuart

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Article abstract of DOI:10.1039/p19960002567

Lithiation of racemic but diastereomerically pure phosphine oxides followed by electrophilic quench indicates that lithiated phosphine oxides are not configurationally stable over a period of minutes in THF at -78°C. These results have been verified using an optically active phosphine oxide: lithiation and in situ quench experiments with Me₃SiCl and cyclobutanone indicate that the lithium derivatives are not configurationally stable even on the timescale of their reaction with these electrophiles.

Full text of DOI:10.1039/p19960002567

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