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Topic: Steps in mechanism.  (Read 2082 times)

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Offline noor123

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Steps in mechanism.
« on: September 21, 2014, 03:23:57 PM »
So i have attached the reaction mechanism of the reaction, can anyone please explain what is going on in the red marked steps?  How can the negative charge go down like that and make a bridge?  I can recall about learning about the Cl and Br bridges but not Oxygen... :S  what is this type of reaction called?



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Offline discodermolide

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Re: Steps in mechanism.
« Reply #1 on: September 21, 2014, 03:27:02 PM »
Look up the formation and reactions of epoxides.
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Offline Dan

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Re: Steps in mechanism.
« Reply #2 on: September 21, 2014, 05:21:34 PM »
Are you comfortable with the mechanism of SN2 reactions?
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Offline wildfyr

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Re: Steps in mechanism.
« Reply #3 on: September 21, 2014, 09:45:59 PM »
A O- is a fairly good nucleophile, it can react intramolecularly pretty easily. Those Br+ and Cl+ ring structurs are actually highly unstable, in this case the epoxide is actually quite stable.

On a related note, I wonder why they used KH instead of the more conventional NaH.
« Last Edit: September 21, 2014, 10:54:58 PM by wildfyr »
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