Abstract
1,4‐Dienes, vinyl ethers, allyl ethers, allyl thioethers and propene‐thiolates are efficiently metalated by butyllithium in the presence of an activator such as potassium t‐butoxide. Since the solvent, the counter‐ion or the temperature may be varied before subsequent treatment with an electrophilic reagent, the critical ratio of direct vs. vinylogous attack (substitution at the α‐ or γ‐position, respectively) can usually be adjusted within large limits. In many cases stereo‐selectivity is achieved as well.
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