Direct metallation of isoprene
Abstract
Treatment of isoprene with an excess of the couple potassium t-butoxide–lithium tetramethylpiperidide in tetrahydrofuran, followed by addition of a higher alkyl bromide or oxirane, gives the dienes H2C
CHC(
CH2)CH2R (R = alkyl or –CH2CH2OH) in reasonable yields.
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