Lithium or Bromomagnesium 1,4- and 1,5-Dilithioalkan-2-yloxides: Preparation and Synthetic Applications
作者:José Barluenga、José R. Fernandez、Miguel Yus
DOI:10.1055/s-1985-31412
日期:——
Treatment of chloromethyl 2- or 3-chloroalkyl carbinols with butyllithium and then lithium naphthalenide or with ethylmagnesium bromide and then powdered lithium leads to the formation of lithium or bromomagnesium dilithioalkoxides, respectively, which represent trianionic species. The bromomagnesium 1,Ï-dilithio-2-alkoxides undergo immediate elimination of lithium bromide and magnesium oxide to give Ï-lithio-1-alkenes. These latter organometallic compounds as well as the lithium dilithioalkoxides react with various electrophiles to ,afford functionalized compounds.
将氯甲基2-或3-氯烷醇处理与丁基锂,然后与萘锂,或与溴化乙基镁处理后再与粉末状锂,分别会形成锂或溴镁二锂醚,这些物质代表了三阴离子物种。溴镁1,ω-二锂-2-醚会立即脱除溴化锂和氧化镁,生成ω-锂-1-烯烃。这些后者的有机金属化合物以及锂二锂醚与各种电亲体反应,生成功能化的化合物。