July 09, 2020, 04:48:06 PM
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Topic: dihydroxylation of norbornene  (Read 174 times)

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Offline namefsf

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dihydroxylation of norbornene
« on: April 09, 2020, 03:45:13 AM »

I dont know how to make endo, endo diol
What reagent would do that?
I am guessing the following
a KMnO4, OH-
b
c CH3CO3H H3O+

Offline hollytara

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Re: dihydroxylation of norbornene
« Reply #1 on: April 09, 2020, 10:26:52 AM »
The other reagent for syn dihydroxylation is OsO4. 

For both KMnO4 and OsO4 - I am not aware of any endo/exo preference, but in either case it won't be 100/0 so you will get both the endo and the exo - one will be the major product and one will be the minor product. 
Will they mind that the product from c will be racemic?

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