Helvetica Chimica Acta p. 1666 - 1670 (1986)
Update date:2022-08-05
Topics:
Schaltegger, Alexander
Bigler, Peter
Treatment of 6-bromo-2,2,5,5-tetramethylcyclohex-3-enone (2) with aqueous alkaline and air affords 1-hydroxy-2,2,5,5-tetramethylcyclopent-3-enecarboxylic acid (8) as the major product of a benzil-benzilic-acid-type rearrangement.The key compound is 2,2,5,5-tetramethylcyclohex-3-ene-1,2-dione (11).The by-product of the reaction is (E)-2,2,5,5-tetramethylhex-3-enedioic acid (9) as the result of an oxidative cleavage of the 6-membered ring and the isomerization of the double bond.
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(1961)Doi:10.1021/ol8016148
(2008)Doi:10.1016/j.ejmech.2017.10.032
(2018)
