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Abstract tert‐Butyl and 2,6‐di(tert‐butyl)‐4‐methylphenyl (BHT) cyclopropanecarboxylates (4, 6, 24, 25) are lithiated with LiN(i‐Pr)2 and t‐BuLi, respectively. Reactions with alkyl halides, aldehydes, acyl chlorides, and heteroelectrophiles give α‐substituted BHT esters which can be cleaved (t‐BuOK/H2O/THF) to the corresponding carboxylic acids or reduced (LiAlH4/THF) to the cyclopropanemethanols.
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Häner et al. (1986) studied this question.
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