Synthesis ( IF 2.6 ) Pub Date : 2018-07-05 , DOI: 10.1055/s-0037-1610184 Michael Harmata , Aswin Garimalla
Published as part of the Special Section dedicated to Scott E. Denmark on the occasion of his 65th birthday.
Abstract
Some derivatives of alkyl 2-hydroxy-3-oxocyclopent-1-enecarboxylates have been synthesized and their reactivity as progenitors of cyclopentadienones for intermolecular [4+2]-cycloaddition reactions has been evaluated. It was found that the derivative containing a phosphate ester leaving group gave better yields in the cycloaddition reaction among the derivatives studied. The yields of the cycloaddition reactions were moderate, perhaps due side reactions not leading to the reactive intermediate cyclopentadienone.
Some derivatives of alkyl 2-hydroxy-3-oxocyclopent-1-enecarboxylates have been synthesized and their reactivity as progenitors of cyclopentadienones for intermolecular [4+2]-cycloaddition reactions has been evaluated. It was found that the derivative containing a phosphate ester leaving group gave better yields in the cycloaddition reaction among the derivatives studied. The yields of the cycloaddition reactions were moderate, perhaps due side reactions not leading to the reactive intermediate cyclopentadienone.
中文翻译:
烷基2-羟基-3-氧代环戊-1-烯羧酸酯的衍生物和由其制备的环戊二烯酮的分子间[4 + 2]环加成
发布时间作为的一部分奉献给斯科特E.丹麦在他65之际特别节日的生日。
抽象的
已经合成了2-羟基-3-氧代环戊-1-烯基羧酸烷基酯的一些衍生物,并评估了它们作为环戊二烯酮的前体在分子间[4 + 2]-环加成反应中的反应性。发现在所研究的衍生物中,具有磷酸酯离去基团的衍生物在环加成反应中具有更好的产率。环加成反应的产率是中等的,可能是由于副反应未导致反应性中间体环戊二烯酮的缘故。
已经合成了2-羟基-3-氧代环戊-1-烯基羧酸烷基酯的一些衍生物,并评估了它们作为环戊二烯酮的前体在分子间[4 + 2]-环加成反应中的反应性。发现在所研究的衍生物中,具有磷酸酯离去基团的衍生物在环加成反应中具有更好的产率。环加成反应的产率是中等的,可能是由于副反应未导致反应性中间体环戊二烯酮的缘故。