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n‑BuLi/LiCH2CN-Mediated One-Carbon Homologation of Aryl Epoxides into Conjugated Allyl Alcohols

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journal contribution
posted on 04.10.2013, 00:00 by Takashi Tomioka, Rambabu Sankranti, Tsuyoshi Yamada, Courtney Clark
A series of styrene oxides in the presence of a 1:1 mixture of n-butyllithium (n-BuLi) and lithioacetonitrile (LiCH2CN) in THF are converted into one-carbon homologated allyl alcohols in an unusual regioselective manner.