Diverse synthesis of the C ring fragment of bryostatins via Zn/Cu-promoted conjugate addition of α-hydroxy iodide with enone  

作　　者：Zhiwen Chu Ruiqi Tong Yufan Yang Xuanyi Song Tian bao Hu Yu Fan Chen Zhao Lu Gao Zhenlei Song 

机构地区：[1]Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province,Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology,West China School of Pharmacy,Sichuan University,Chengdu 610041,China

出　　处：《Chinese Chemical Letters》2021年第1期1-4,共4页中国化学快报（英文版）

基　　金：the financial support from the National Natural Science Foundation of China(No.21921002);the NationalScience and Technology Major Project of the Ministry of Science and Technology of the People’s Republic of China(No.2018ZX09711001-005-004);the Fundamental Research Funds for the Central Universities(No.2012017yjsy210)。

摘　　要：A convergent approach to 1,5-hydroxy ketones,the general precursors for constructing the C ring of bryostatins,has been developed via a Zn/Cu-promoted conjugate addition of a-hydroxy iodides with enones.The reaction leads to direct formation of the C21-C22 bond and tolerates diverse functionalities at the C17-,C18-and C24-positions.The approach also enables a more concise synthesis of the known C ring intermediate(10 longest linear steps and 14 total steps),in contrast to its previous synthesis(17 longest linear steps and 22 total steps) in our total synthesis of bryostatin 8.

关 键 词：Bryostatins Zn/Cu-promoted conjugate addition α-Hydroxy iodide ENONES 1 5-Hydroxy ketones 

分 类 号：TQ460.1[化学工程—制药化工]