3-Bromination of 7-methoxy-2,2-dimethylchroman-4-one 3a stabilises the anion 2a obtained on deprotonation with LDA sufficiently for 3-alkylation to take place without the usual ring-opening. Methylation in the presence of copper(I) bromide results in 3,3-dimethylation in good yield.
R. K. Akuamoah, P. E. Brown, W. Y. Marcus and J. E. Steele, J. Chem. Soc., Perkin Trans. 1, 1995, 197 DOI: 10.1039/P19950000197
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