European journal of organic chemistry

Wittig rearrangement of lithiated allyl aryl ethers: A mechanistic study

S Strunk, M Schlosser

文献索引：Strunk, Sven; Schlosser, Manfred European Journal of Organic Chemistry, 2006 , # 19 p. 4393 - 4397

全文：HTML全文

被引用次数: 7

摘要

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 ...