文献类型：期刊文献

英文题名：Design of a Functional Chromene-Type Kobayashi Precursor: Gram-Scale Total Synthesis of Natural Xanthones by Highly Regioselective Aryne Annulation

作者：Xu, Yuan-Ze[1,2];Sha, Feng[1,2];Wu, Xin-Yan[1,2]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Meilong Rd 130, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, Meilong Rd 130, Shanghai 200237, Peoples R China

年份：2021

卷号：27

期号：3

起止页码：1066

外文期刊名：CHEMISTRY-A EUROPEAN JOURNAL

收录：;EI(收录号：20205109639358);WOS:【SCI-EXPANDED(收录号:WOS:000602533000001)，CCR-EXPANDED(收录号:WOS:000602533000001)】；

基金：We are grateful for financial support from the Shanghai Pujiang Program (18PJD010), the Natural Science Foundation of Shanghai (19ZR1412300), and the Fundamental Research Funds for the Central Universities (222201814019).

语种：英文

外文关键词：arynes; chromene; natural products; total synthesis; xanthone

摘要：The 2,2-dimethyl-2H-chromene motif is widely found in many bioactive molecules, and is a privileged structure in the pharmaceutical arena. We have developed a concise and regioselective approach to chromenes and chromanes through an aryne-based synthetic strategy. A practical, gram-scale synthetic route to a chromene-type aryne precursor was explored. Subsequently, cyclization under mild conditions afforded tetracyclic xanthone skeletons with excellent regioselectivity. Our approach provides a concise strategy for the gram-scale synthesis of chromene-type xanthones such as 6-deoxyisojacareubin, cylindroxanthone D, staudtiixanthone D, brasilixanthone A and cudracuspixanthone O.