Wittig rearrangement of lithiated allyl aryl ethers: A mechanistic study
S Strunk, M Schlosser
Index: Strunk, Sven; Schlosser, Manfred European Journal of Organic Chemistry, 2006 , # 19 p. 4393 - 4397
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Citation Number: 7
Abstract
Abstract At–75 C, α-lithiated allyl phenyl ether undergoes mainly the [1, 2] Wittig rearrangement to afford, after acidic hydrolysis, 1-phenyl-2-propen-1-ol as the main product. A second metalation taking place at one of the ortho positions is the sole competing side reaction. Both, the significant decrease of the isomerization rate upon the introduction of a tert-butyl substituent in the para position of the aromatic ring and the complete absence of ...
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