Protecting-Group-Free Total Synthesis and Biological Investigation of Cabucine Oxindole A

• 作者: Shengling Xie Chengqing Ning Qingzhen Yu Jieping Hou Jing Xu
• 来源期刊: 中国化学（英文版）
• 年，卷（期）: 2021,（1）
• 所属期刊栏目: Concise Reports
• 页码范围: 137-142
• 页数: 6页
• 语种: 英文
• DOI: 10.1002/cjoc.202000460

摘要

Owing to their challenging structures and promising biological profiles,spirooxindole alkaloids have long attracted much attention from the synthetic community.Herein,we wish to describe a concise,protecting-group-free total synthesis of cabucine oxindole A,a putative natural spirooxindole alkaloid and a possible biosynthetic congener of cabucine and palmirine.Key transformations of our approach include a one-step,organocatalytic and enantioselective construction of the spiro[pyrrolidine-3,3'-oxindole]moiety and a Korte rearrangement to furnish the final dihydropyran motif.Biological investigation of 1 and its synthetic intermediates revealed lactone 2 as a mild MOLT-4 and MCF7 cell line inhibitor.