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Trimethylenemethane cycloaddition information


Trimethylenemethane cycloaddition is the formal (3+2) annulation of trimethylenemethane (TMM) derivatives to two-atom pi systems. Although TMM itself is too reactive and unstable to be stored, reagents which can generate TMM or TMM synthons in situ can be used to effect cycloaddition reactions with appropriate electron acceptors. Generally, electron-deficient pi bonds undergo cyclization with TMMs more easily than electron-rich pi bonds.[1]

  1. ^ Yamago, S.; Nakamura, E. Org. React. 2003, 61, 1. doi:10.1002/0471264180.or061.01

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Trimethylenemethane cycloaddition

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Trimethylenemethane cycloaddition is the formal (3+2) annulation of trimethylenemethane (TMM) derivatives to two-atom pi systems. Although TMM itself...

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Trimethylenemethane

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trimethylenemethane cycloaddition reaction with only modest success. One example is a palladium-catalyzed [3+2]cycloaddition of trimethylenemethane....

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Favorskii rearrangement

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Syntheses of cubane proceed by Favorskii rearrangements: Trimethylenemethane cycloaddition, which can proceed via a similar mechanism Homo-Favorskii...

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Trimethylenemethane complexes

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Trimethylenemethane complexes are metal complexes of the organic compound trimethylenemethane. Several examples are known, and some have been employed...

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Methylenecyclopropane

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Substituted methylenecyclopropanes can also be involved in trimethylenemethane cycloaddition reactions. Methylenecyclopropene 1-Methylcyclopropene Methylcyclopropane...

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Cyclopropanone

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intermediate or even a biradical structure (compare to the related trimethylenemethane). Other reactions of cyclopropanones take place through this intermediate...

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