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Topic: enol esterification  (Read 3336 times)

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Offline Zainb

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enol esterification
« on: November 20, 2009, 09:44:47 AM »
I try to do enol esterification of allylic ketone



but I did not find a suitable procedure, i try to use basic conditions like pyridine and also with activation of the acid by using shinna reagent...etc. I have mixtures from (Z) and E-ENOL ESTER with a very weak yeild.

a friend suggested using Lewis acid acid as a catalyst like BoEt3..but  i did not find any procedure in literature about that..if someone will give me a good idea, i need (E)-ENOL ESTER NOT (Z).

thanks

Offline Jd1828

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Re: enol esterification
« Reply #1 on: November 20, 2009, 10:09:59 AM »
cHex2B-Cl is pretty selective for E isomers

Offline Zainb

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Re: enol esterification
« Reply #2 on: November 20, 2009, 10:56:33 AM »
cHex2B-Cl is pretty selective for E isomers

thanks can give me any reference if possible

Offline Zainb

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Re: enol esterification
« Reply #3 on: November 20, 2009, 11:22:16 AM »
thanks again

cHex2B-Cl is a selective reagent for trans-enolate in aldol rections..hopefully it works with me.

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