Sciencemadness Discussion Board

Carboxylate as nucleophile in 1,4 addition?

tryptofan - 1-12-2016 at 23:21

Hello!
I was wondering if anyone has seen an example of a carboxylate acting as a nucleophile in a 1,4-addition with an a,b unsaturated ester?

Curious that I cannot find anything.. is the carboxylate simply too poor a nucleophile?

Metacelsus - 2-12-2016 at 05:50

I did a Reaxys search, and there were only very few examples:

Attachment: Reaxys result.pdf (116kB)
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tryptofan - 2-12-2016 at 10:55

Thanks! that is actually reassuring.

Totally forgot about Reaxys -- my SciFinder results were not very informative