Total Synthesis of Aspeverin via an Iodine(III)-Mediated Oxidative Cyclization
2014
Levinson, Adam M.
The first total synthesis of aspeverin, a prenylated indole alkaloid isolated from Aspergillus versicolor in 2013, is described. Key steps utilized to assemble the core structure of the target include a highly diastereoselective Diels–Alder reaction, a Curtius rearrangement, and a unique strategy for installation of the geminal dimethyl group. A novel iodine(III)-initiated cyclization was then used to install the bicyclic urethane linkage distinctive to the natural product.
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书目信息
出版者
American Chemical Society
其它主题
Diastereoselectivity; Indole alkaloids; Moieties
语言
英语
许可
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类型
Journal Article; Text
2024-02-28
MODS