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Topic: Selective reduction of double bonds in conjugated esters.  (Read 2611 times)

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Offline Mike20

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Selective reduction of double bonds in conjugated esters.
« on: April 24, 2017, 11:33:13 PM »
I was wondering if there are any reagents that can be used to selectively reduce a double bond in a conjugated ester (for instance: methyl-2-butenoate) .  If it is possible, could you also provide the mechanism?
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Offline kriggy

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Re: Selective reduction of double bonds in conjugated esters.
« Reply #1 on: April 25, 2017, 02:17:06 AM »
I would guess just hydrogen gas and Pd/C catalyst. Mechanism is same as for any other double bond reduction by H2
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Offline rolnor

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Re: Selective reduction of double bonds in conjugated esters.
« Reply #2 on: April 25, 2017, 11:54:21 AM »
If you dont want to use catalytic hydrogenation I think you can use a copperhydride reagent, I dont have any reference, sorry.
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Offline clarkstill

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Re: Selective reduction of double bonds in conjugated esters.
« Reply #3 on: April 28, 2017, 09:34:24 AM »
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Offline wildfyr

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Re: Selective reduction of double bonds in conjugated esters.
« Reply #4 on: April 28, 2017, 10:32:50 AM »
"This reagent was assigned as the "Reagent of the year" in 1991 for its functional group tolerance, high overall efficiency, and mild reaction conditions in the reduction reactions."
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