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Ruthenium-Catalyzed Regioselective Tandem Cycloisomerization/Diels-Alder Reaction of 1,7-Enynes
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2024-11-20 , DOI: 10.1002/adsc.202401157
Ravichandran Logeswaran, Masilamani Jeganmohan

A ruthenium-catalyzed methodology for regioselective cycloisomerization and tandem Diels-Alder reactions of 1,7-enynes has been described, enabling the synthesis of diverse polycyclic heterocycles with four stereocenters. This stereoselective protocol demonstrates compatibility with various substituted enynes and alkenes, yielding products in 46–90% yield while tolerating a wide range of functional groups, including esters, ketones, and halides. Notably, the reaction with naphthoquinones retains the moiety in the final product, which acts as essential core structures in various natural products and bioactive compounds.



中文翻译:


钌催化的区域选择性串联环异构化/1,7-烯炔的 Diels-Alder 反应



已经描述了一种钌催化的 1,7-烯烃区域选择性环异构化和串联 Diels-Alder 反应的方法,能够合成具有四个立体中心的不同多环杂环。该立体选择性方案证明了与各种取代的烯炔和烯烃的相容性,可产生 46-90% 产率的产品,同时耐受多种官能团,包括酯、酮和卤化物。值得注意的是,与萘醌的反应保留了最终产物中的部分,该部分是各种天然产物和生物活性化合物中的重要核心结构。

更新日期:2024-11-20
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