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Divergent Synthesis of Bioactive Marine Meroterpenoids by Palladium‐Catalyzed Tandem Carbene Migratory Insertion
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2018-02-20 , DOI: 10.1002/ejoc.201800026
Hong-Shuang Wang 1 , Hui-Jing Li 1 , Zhen-Guo Zhang 1 , Yan-Chao Wu 1, 2
Affiliation  

The divergent synthesis of (+)‐8‐epi‐puupehedione, (+)‐chromazonarol, (+)‐yahazunol, and (+)‐yahazunone is reported. The key steps were a palladium‐catalyzed tandem carbene migratory insertion of an aryl iodide and a drimanal hydrazone, a highly regioselective enol reduction, an oxa‐Stork–Danheiser transposition reaction, an electrocyclization of a conjugated tetraenone, and a redox reaction of dimethoxybenzenes.
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中文翻译:

钯催化串联碳迁移迁移插入生物合成海洋活性类萜。

据报道(+)-8-表位puupehedione,(+)-铬唑烷醇,(+)-yahazunol和(+)-yahazunone的合成不同。关键步骤是钯催化的串联卡宾迁移插入芳基碘化物和十二烷基,高度区域选择性的烯醇还原,氧杂-斯托克-丹海塞尔换位反应,共轭四烯酮的电环化和二甲氧基苯的氧化还原反应。
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更新日期:2018-02-20
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