Catalytic Intermolecular Aldehyde-Ketone Coupling via Acyl Phosphonates

Date

2009-03-06

Author

Demir, Ayhan Gürbüz
Gollu, Mehmet
Reis, Oemer

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The first catalytic intermolecular aldehyde-ketone coupling via acyl phosphonate is reported. Acyl phosphonates are potent acyl anion precursors, which generate acyl anion equivalents under the influence of cyanide anion via phosphonate-phosphate rearrangement. These anions readily react with activated ketones to form acyloin type coupling in 41-95% yields.

Subject Keywords

Nucleophilic acylation, Donor, Rearrangement, Acylphosphonates, Benzoin reactions, Anion equivalents

URI

https://hdl.handle.net/11511/62945

Journal

JOURNAL OF ORGANIC CHEMISTRY

DOI

https://doi.org/10.1021/jo8026627

Collections

Department of Educational Sciences, Article

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Citation Formats

A. G. Demir, M. Gollu, and O. Reis, “Catalytic Intermolecular Aldehyde-Ketone Coupling via Acyl Phosphonates,” JOURNAL OF ORGANIC CHEMISTRY, pp. 2197–2199, 2009, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/62945.