Direct metalation of methoxymethyl arylmethyl ethers: A tin-free approach to the generation of α-alkoxyalkoxy-substituted aryllithiums
作者:Ugo Azzena、Luisa Pisano、Sarah Mocci
DOI:10.1016/j.jorganchem.2009.07.007
日期:2009.10
arylmethyllithiums was achieved by direct metalation of the corresponding arylmethyl methoxymethyl ethers. While the effect of substituents at the benzylic position is straightforward, substituents located on the aromatic ring promote the set up of a competition between lateral and aromatic metalation, strongly affected by the position and relative ortho directing properties of the new substituent. The proposed methodology
一系列α-甲氧基甲氧基取代的芳基甲基锂的生成是通过相应的芳基甲基甲氧基甲基醚的直接金属化而实现的。尽管取代基在苄基位置的作用是直接的,但是位于芳环上的取代基促进了侧向和芳族金属化之间的竞争的建立,这受到新取代基的位置和相对邻位取向性质的强烈影响。所提出的方法学允许一种简单的方法来产生各种各样的功能化有机锂试剂。