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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: namefsf on April 09, 2020, 03:45:13 AM

Title: dihydroxylation of norbornene
Post by: namefsf on April 09, 2020, 03:45:13 AM

(https://user-images.githubusercontent.com/9064351/78866956-e4b2b980-7a72-11ea-83b5-a2d700501c35.png)
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⁺

Title: Re: dihydroxylation of norbornene
Post by: hollytara 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?