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Topic: Identifying prochiral centres  (Read 2474 times)

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Offline sonya36

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Identifying prochiral centres
« on: April 20, 2015, 12:39:08 PM »
The question and molecule are shown here.
I only see 5 prochirality centres:

2 where ketone groups are attached, because new substituents can be added to re and si faces of the sp2 carbon

other 3 where c are sp3 hybridized and attached to 2 hydrogens each

But 5 is not one of the choices in the question.. Where am I going wrong here?

Offline Dan

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Re: Identifying prochiral centres
« Reply #1 on: April 21, 2015, 11:52:07 AM »
I agree with the 5 you have identified, but I think there are 2 more.

Hint: Look for any sp2 centres attached to 3 different groups.
My research: Google Scholar and Researchgate

Offline sonya36

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Re: Identifying prochiral centres
« Reply #2 on: April 21, 2015, 06:12:51 PM »
I agree with the 5 you have identified, but I think there are 2 more.

Hint: Look for any sp2 centres attached to 3 different groups.

Do sp2 carbons at the double bond area count as prochiral centres? Isn't one of them attached to two hydrogens already?

Offline Dan

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Re: Identifying prochiral centres
« Reply #3 on: April 22, 2015, 01:48:06 AM »
Do sp2 carbons at the double bond area count as prochiral centres? Isn't one of them attached to two hydrogens already?

Yes, any sp2 centres attached to 3 different groups.
My research: Google Scholar and Researchgate

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