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Topic: Can Gilman reagent can have an sp2 hybridized carbon bonded to the CuLi group?  (Read 4777 times)

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Offline rleung

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Can Gilman reagent can have an sp2 hybridized carbon bonded to the CuLi group?
« on: January 16, 2006, 03:30:32 PM »
Hi everyone,

Sorry for my messy computer drawings, but I am wondering whether the following organic synthesis is feasible.  I am not sure whether the Gilman reagent can have an sp2 hybridized carbon bonded to the CuLi group.  Thank you.
« Last Edit: January 22, 2006, 01:47:25 PM by Mitch »
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Offline movies

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Re:organic synthesis
« Reply #1 on: January 21, 2006, 11:05:40 PM »
The Gilman reagent is fine, but that hydrobromination will give the Br at the other carbon.
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Offline plu

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Re:organic synthesis
« Reply #2 on: January 21, 2006, 11:17:09 PM »
I believe he has included "H2O2" with the HBr so it will be an anti-Markovnikov radical substitution reaction rather than a typical mono-bromination.
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Re:organic synthesis
« Reply #3 on: January 22, 2006, 12:14:08 PM »
Quote from: plu on January 21, 2006, 11:17:09 PM
I believe he has included "H2O2" with the HBr so it will be an anti-Markovnikov radical substitution reaction rather than a typical mono-bromination.

Oops.  You're right, my mistake!
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