Nicolaou K C, Shah Akshay A, Korman Henry, Khan Tabrez, Shi Lei, Worawalai Wisuttaya, Theodorakis Emmanuel A
Department of Chemistry, BioScience Research Collaborative, Rice University, 6100 Main Street, Houston, TX 77005 (USA).
Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093 (USA).
Angew Chem Int Ed Engl. 2015 Aug 3;54(32):9203-8. doi: 10.1002/anie.201504337. Epub 2015 Jun 19.
The total synthesis and structural revision of antibiotic CJ-16,264 is described. Starting with citronellal, the quest for the target molecule featured a novel bis-transannular Diels-Alder reaction that casted stereoselectively the decalin system and included the synthesis of six isomers before demystification of its true structure.
本文描述了抗生素CJ-16,264的全合成及结构修正。从香茅醛开始,对目标分子的探索采用了一种新颖的双跨环狄尔斯-阿尔德反应,该反应立体选择性地构建了十氢化萘体系,并且在其真实结构被揭秘之前还包括六种异构体的合成。