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Issue 16, 2006
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Diphenylphosphinoyl-mediated synthesis of ketones

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Abstract

α-Diphenylphosphinoyl ketones are selectively and sequentially alkylated at the α-position. Double lithiation and selective alkylation occurs at the less stabilised γ-position. Dephosphinoylation of the alkylation products gives ketones. Mono-alkylation is selective, highly crystalline intermediates are formed and a one-pot strategy is possible. The method is ideally suited for the preparation of acid-sensitive ketones.

Graphical abstract: Diphenylphosphinoyl-mediated synthesis of ketones

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Publication details

The article was received on 15 May 2006, accepted on 21 Jun 2006 and first published on 06 Jul 2006


Article type: Paper
DOI: 10.1039/B606873A
Org. Biomol. Chem., 2006,4, 3102-3107

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    Diphenylphosphinoyl-mediated synthesis of ketones

    D. J. Fox, D. S. Pedersen and S. Warren, Org. Biomol. Chem., 2006, 4, 3102
    DOI: 10.1039/B606873A

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