Yttrium-Mediated Conversion of Vinyl Grignard Reagent to a 1,2-Dimetalated Ethane and Its Synthetic Application
作者:Ryoichi Tanaka、Hiroaki Sanjiki、Hirokazu Urabe
DOI:10.1021/ja077992u
日期:2008.3.1
ethane was generated from a vinyl Grignard reagent in the presence of yttrium(III) chloride, sodium cyclopentadienide, and diisobutylaluminum hydride (Dibal). This reagent enables the regio- and stereoselective (metaloethyl)metalation of acetylenes to produce ethylated alkenes after hydrolysis. In addition to simple hydrolysis, further carbon−carbon bond formation or functionalization at the metaloethyl
在氯化钇 (III)、环戊二烯化钠和二异丁基氢化铝 (Dibal) 存在下,由乙烯基格利雅试剂生成新的 1,2-二金属化乙烷。该试剂能够使乙炔进行区域和立体选择性(金属乙基)金属化,从而在水解后生成乙基化烯烃。除了简单的水解外,金属乙基上的进一步碳-碳键形成或官能化是可能的,这表明基于钇的 1,2-二金属乙烷可用作结合试剂。此外,该试剂的反应性双碳阴离子特性可通过连续双羰基加成从酯中一锅法合成环丙醇。