Synthetic studies on phloroglucins: a new approach to the bicyclo[3.3.1]nonane system via the regioselective ring-opening of the methoxycyclopropane
作者:Masahito Abe、Masahisa Nakada
DOI:10.1016/j.tetlet.2007.05.041
日期:2007.7
A new synthetic approach to the bicyclo[3.3.1]nonane system, a common structure in a number of polyisoprenylated phloroglucinol derivatives (phloroglucins), has been developed. The key step in our approach is a ‘one-pot’ procedure of two successive reactions, the intramolecular cyclopropanation reaction which affords the tricyclo[4.4.0.05,7]dec-2-ene derivative and its methoxy group directed regioselective
已经开发出一种新的合成方法双环[3.3.1]壬烷体系,该体系是许多聚异戊二烯基化间苯三酚衍生物(间苯三酚)中的共同结构。我们方法的关键步骤是两个连续反应的“一锅法”过程,分子内环丙烷化反应可提供三环[4.4.0.0 5,7 ] dec-2-ene衍生物及其甲氧基导向的区域选择性开环由ZnCl 2介导的反应,产生所需的双环[3.3.1]壬烷作为唯一产物。