ISSN:
0009-2940
Keywords:
[1,5] Ester migration
;
Cyclopentadienone dimer
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Small Rings, 76[1]. - Intermediates on the Way to Tetramethyl Cyclopentadienonetetracarboxylate
Notes:
„Potassium salt“ 6, already described by Cookson, reacts with suitable electrophilic reagents to yield the enol esters 8-10. A base-catalyzed acylation of the hydroxy group in 8-10 cannot be achieved because deprotonation is immediately followed by a [1,5] ester migration. The same reaction occurs upon heating 8-10 to 80°C, leading to the 1,3-keto enols 11, 12, and 14. Upon treatment of „alcohol“ 7 with acetyl chloride only the dimer 3 of cyclopentadienone 2 can be isolated.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19931260812
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