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Topic: OsO4 reaction and sterochemistry  (Read 4574 times)

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Offline yanks6621

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OsO4 reaction and sterochemistry
« on: February 20, 2007, 12:53:28 PM »
When OsO4 adds to a double bound the OH must be on the same side. However will the bond rotate so that large groups that were on the double bound are furthest away?

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Re: OsO4 reaction and sterochemistry
« Reply #1 on: February 20, 2007, 01:31:50 PM »
In an acyclic structure, that may happen, but that can't happen when you still have the double bond there.  Also, the rotation doesn't change the stereochemistry, it's just a different conformation of the molecule.

One other point, the rotation may be hindered by hydrogen bonding between the two alcohols!

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