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DOI:
10.1055/sos-SD-023-00535
Tidwell, T. T., Science of Synthesis, (2006) 23, 575.
When 6-oxo-6-phenylhexanoic acid (28) is refluxed with acetic anhydride and sodium acetate (Perkin conditions), the mixed anhydride 29 is formed and undergoes elimination to form the ketene 30. This reacts by [2+2]-intramolecular cycloaddition to form an intermediate β-lactone 31 that undergoes decarboxylation to give the 1-phenylcyclopentene (32) (Scheme 9).[54]
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References
| [54] | Meeee, M. M.; Me, M.-M., M. Meeeeeeeee. Meee., (8888) 88, 888. |
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