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Topic: Mechanism for this Scheme  (Read 1765 times)

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Offline nayeee1m

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Mechanism for this Scheme
« on: April 01, 2016, 03:15:04 AM »
I am trying to figure out this mechanism . Looks like easy but really hard for me. Please help me out.
Specially from
9 to 8-Me
8-H to 7-me
10 to 6-me
6-Me to 5-me
Please help me out 
Refeence: http://pubs.acs.org/doi/pdfplus/10.1021/acs.orglett.6b00404
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nayem

Offline orgopete

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Re: Mechanism for this Scheme
« Reply #1 on: April 02, 2016, 09:20:29 AM »
My hints:
Quote from: nayeee1m on April 01, 2016, 03:15:04 AM
9 to 8-Me
Alkylation, Claisen, hydrolysis, (high temp) decarboxylation.
Quote
8-H to 7-me
10 to 6-me
Friedel-Crafts
 
Quote
6-Me to 5-me
Expoxidation, hydrolysis, ketalization. I'm hoping this is enough. Can you show us the reactions?
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