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Topic: reasonable mechanism ?  (Read 2157 times)

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Offline samuel

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reasonable mechanism ?
« on: March 18, 2013, 02:53:24 PM »
Hellow,
Is this mec possible in the context of a polyketide synthase? :

The point over the O means a labeled 18O that was experimentally observed in the endocyclic O.

This appears in Chem. Commun. 2012, 48,11772-11774

Thank you,

Samuel

Offline Babcock_Hall

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Re: reasonable mechanism ?
« Reply #1 on: March 20, 2013, 11:10:08 AM »
I am not an expert in this area, but nothing looks obviously wrong.  Was there something specific?

Offline Doc Oc

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Re: reasonable mechanism ?
« Reply #2 on: March 20, 2013, 11:16:14 AM »
You will get aldol addition before you get lactonization.  That only accounts for the purely intramolecular component as well, you will have a mess of intermolecular reactions as well with that many ketones just floating around.

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