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Anti-markovnikov details

Started by psycosmo, October 05, 2002, 08:45:00 PM

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psycosmo

OK it seems that one can get anti-markovnikov oriented halides by reacting alkenses with HBr/peroxide.
my question is will aqueous HBr and 3% H202 work for this reaction? Might this be an easier rout to phenethyl alcohols than the hydroboration method discussed a little while ago?

Rhodium

Exactly what substrate are you talking about? Usually some sort of organic peroxide is used to initiate the radical reactions, I'm afraid that the H2O2 just will oxidize some of the HBr to bromine and not much more.

psycosmo

Im trying to work out an effective way of producing hydrocannamyl (sp?) alcohols from propenylbenzenes, in hopes that the alchohol can be oxidized to a hydrocinnamic acid with KMnO4, thus not causing cleavage, just converting the OH to a COOH

pHarmacist

sp = correct trippelbond..

[pH]armacist - Interesting Ninja-Technique...