A pauson-khand approach to the hamigerans
A pauson-khand approach to the hamigerans
复制标题
DOI：
10.1021/ol7018604
复制
发表时间：
2007-11-08
期刊：
影响因子：
5.2
通讯作者：
Lovely, Carl J.
中科院分区：
文献类型：
--
作者：
Madu, Christian E.;Lovely, Carl J.
分子内的Pauson-Khand反应已被用于构建常见的三环核心。为了有效的环化，有必要将含烯烃的部分连接到芳族框架上以降低其构象迁移率;这是使用亚甲硅烷基保护基完成的。通过邻位锂化和Sonogashira交叉偶联化学实现了从水杨酸衍生物有效构建芳基烯炔。
An intramolecular Pauson-Khand reaction has been used in the construction of the tricyclic core common to the hamigeran terpenes. For effective cyclization, it was necessary to tether the olefin-containing moiety to the aromatic framework to reduce its conformation mobility; this was accomplished using a silylene protecting group. Efficient construction of the aryl enyne from a salicylic acid derivative was accomplished via ortho lithiation and Sonogashira cross-coupling chemistry.