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- W2149134471 abstract "Abstract “Formal” and standard Ru II ‐catalyzed [2+2+2] cycloaddition of 1,6‐diynes to alkenes gave bicyclic 1,3‐cyclohexadienes in relatively good yields. When terminal 1,6‐diynes 1 were used, two isomeric bicyclic 1,3‐cyclohexadienes 4 or 6 were obtained, depending on the acyclic or cyclic nature of the alkene partner. When unsymmetrical substituted 1,6‐diynes 7 were used, the reaction with acyclic alkenes took place regio‐ and stereoselectively to afford bicyclic 1,3‐cyclohexadienes 8 . A cascade process that behaves as a “formal” Ru II ‐catalyzed [2+2+2] cycloaddition explained these results. Initially, a Ru‐catalyzed linear coupling of 1,6‐diynes 1 and 7 with acyclic alkenes occurs to give open 1,3,5‐trienes of type 3 , which after a thermal disrotatory 6e − π‐electrocyclization led to the final 1,3‐cyclohexadienes 4 and 8 . When disubstituted 1,6‐diyne 10 was used with electron‐deficient alkenes, new exo ‐methylene cyclohexadienes 12 arose from a competitive reaction pathway." @default.
- W2149134471 created "2016-06-24" @default.
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- W2149134471 date "2008-10-21" @default.
- W2149134471 modified "2023-09-30" @default.
- W2149134471 title "Recent Advances in “Formal” Ruthenium-Catalyzed [2+2+2] Cycloaddition Reactions of Diynes to Alkenes" @default.
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- W2149134471 doi "https://doi.org/10.1002/chem.200801088" @default.
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