Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.


Issue 23, 1999
Previous Article Next Article

Stereocontrol with phosphine oxides: synthesis of optically active cyclopropyl ketones

Abstract

Treatment of β-keto γ′-hydroxy phosphine oxides, or silylated hemiacetal derivatives of these compounds, with potassium tert-butoxide in tert-butyl alcohol leads to the formation of cyclopropyl ketones. The synthesis of optically active 1,2-di- and 1,2,3-trisubstituted cyclopropyl ketones is described. The reaction is kinetically controlled and the ring-closure is generally stereospecific. A model is described to explain the stereochemical course of the reaction.

Back to tab navigation

Article information


J. Chem. Soc., Perkin Trans. 1, 1999, 3425-3433
Article type
Paper

Stereocontrol with phosphine oxides: synthesis of optically active cyclopropyl ketones

A. Nelson and S. Warren, J. Chem. Soc., Perkin Trans. 1, 1999, 3425
DOI: 10.1039/A907321C

Search articles by author

Spotlight

Advertisements