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Reactive trans-dimetallated alkenes from alkynes

Reductive anti-1,2-dimetallation of alkynes proceeds through the use of sodium dispersion as a reducing agent and an organomagnesium or organoaluminum halide as a reduction-resistant electrophile. The reaction stereoselectively generates trans-1,2-dimagnesio- or 1,2-dialuminoalkenes, which show useful reactivity.

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Fig. 1: Generation of trans-1,2-dimagnesioalkenes and trans-1,2-dialuminoalkenes.


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This is a summary of: Takahashi, F., Kurogi, T. & Yorimitsu, H. Synthesis of trans-1,2-dimetalloalkenes through reductive anti-dimagnesiation and dialumination of alkynes. Nat. Synth. (2022).

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Reactive trans-dimetallated alkenes from alkynes. Nat. Synth 2, 90–91 (2023).

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