双功能路易斯酸诱导的级联环化反应构建 ent-贝壳杉烯类化合物的三环核心及其在（±）-platensimycin 全合成中的应用。
A bifunctional Lewis acid induced cascade cyclization to the tricyclic core of ent-kaurenoids and its application to the formal synthesis of (±)-platensimycin.
机构信息
Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen University Town, Xili, Shenzhen 518055, China.
出版信息
Org Lett. 2013 Feb 1;15(3):524-7. doi: 10.1021/ol3033412. Epub 2013 Jan 17.
A mild and efficient bifunctional Lewis acid induced cascade cyclization reaction has been developed for construction of the tricyclic core of ent-kaurenoids. With ZnBr(2) as the bifunctional Lewis acid, a series of substituted enones and dienes underwent cascade cyclization smoothly at room temperature and provided the tricyclic products in one pot with good yields (75-91%) and high diastereoselectivity. The cyclized product has been successfully employed for the formal synthesis of (±)-platensimycin.
一种温和高效的双功能路易斯酸诱导的级联环化反应已被开发用于构建 ent-贝壳杉烯类化合物的三环核心。以 ZnBr(2) 作为双功能路易斯酸，一系列取代的烯酮和二烯在室温下顺利进行级联环化，一锅法提供了三环产物，产率高（75-91%），非对映选择性好。该环化产物已成功用于（±）-platensimycin 的形式合成。
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