Rearrangement of 2-Bromo-1-(bromomethyl)ethyl Esters Under Basic Conditions: Scope and Mechanism
作者:Eric Doris、Julien Alliot、Edmond Gravel
DOI:10.1055/s-0033-1339649
日期:——
Abstract A novel rearrangement of 2-bromo-1-(bromomethyl)ethyl esters into the corresponding 2-oxopropyl derivatives is reported. The mechanism of this transformation was studied by means of 18O- and 2H-labeling experiments. The reaction proceeds through a transient dioxolane intermediate that is hydrolyzed to form the corresponding 2-oxopropyl acetate. A novel rearrangement of 2-bromo-1-(bromomethyl)ethyl
摘要 报道了2-溴-1-(溴甲基)乙酯向相应的2-氧代丙基衍生物的新颖重排。通过18 O和2 H标记实验研究了这种转化的机理。反应通过过渡的二氧戊环中间体进行,该中间体被水解以形成相应的乙酸2-氧代丙酯。 报道了2-溴-1-(溴甲基)乙酯向相应的2-氧代丙基衍生物的新颖重排。通过18 O和2 H标记实验研究了这种转化的机理。反应通过过渡的二氧戊环中间体进行,该中间体被水解以形成相应的乙酸2-氧代丙酯。