Total synthesis and stereochemistry establishmentof tumescenamide A  

作　　者：Hong Xue Shiming Fan Jingzhe Xu Shouxin Liu 

机构地区：[1]College of Science,Yanbian University,Yanji,133002,China [2]College of Chemical&Pharmaceutical Engineering,Hebei University of Science&Technology,Shijiazhuang,050018,China

出　　处：《Organic Chemistry Frontiers》2022年第6期1675-1679,共5页有机化学前沿（英文）

基　　金：The authors are grateful for the financial assistance received from the Basic Research Program of China(No.2010CB512007 and 2012CB723501);the National Natural Science Foundation of China(No.30472074,30873139,21978076);Hebei Provincial Natural Science Foundation of China(No.H2020208030).

摘　　要：Tumescenamide A (1), isolated from Streptomyces tumescens YM23-20, consists of a cyclic depsipeptideand a side-chain 2,4-dimethylheptanoate (Dmh). Herein, we report the first total synthesis of tumescenamide A (1) and establish its stereochemistry. The configuration of Dmh is 2S,4S and, notably, the configuration of Val is revised as D. In addition, a mild and practical method for the β-elimination of derivatives ofserine and threonine by using nano-K_(2)CO_(3) as a base was established. A highly stereoselective synthesis ofthe Dmh substructure was also developed.

关 键 词：SYNTHESIS STEREOCHEMISTRY ELIMINATION 

分 类 号：O62[理学—有机化学]