1419375-07-7Relevant academic research and scientific papers
Formal syntheses of (±)-platensimycin and (±)-platencin via a dual-mode lewis acid induced cascade cyclization approach
Zhu, Lizhi,Zhou, Congshan,Yang, Wei,He, Shuzhong,Cheng, Gui-Juan,Zhang, Xinhao,Lee, Chi-Sing
, p. 7912 - 7929 (2013)
A mild and efficient dual-mode Lewis acid induced Diels-Alder (DA)/carbocyclization cascade cyclization reaction has been developed for construction of the tricyclic core of ent-kaurenoids in one pot with the aid of a theoretical study on the π,σ-Lewis acidities of a variety of Lewis acids. With ZnBr2 as the dual-mode Lewis acid, a series of substituted enones and dienes underwent DA/carbocyclization cascade cyclization reaction smoothly at room temperature and provided the tricyclic cyclized products in one pot with good yields and high diastereoselectivity. The tricyclic cyclized product has been successfully utilized as a common intermediate for formal syntheses of (±)-platensimycin and (±)-platencin.
A bifunctional lewis acid induced cascade cyclization to the tricyclic core of ent-kaurenoids and its application to the formal synthesis of (±)-platensimycin
Zhu, Lizhi,Han, Yejian,Du, Guangyan,Lee, Chi-Sing
supporting information, p. 524 - 527 (2013/04/23)
A mild and efficient bifunctional Lewis acid induced cascade cyclization reaction has been developed for construction of the tricyclic core of ent-kaurenoids. With ZnBr2 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.
