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Chemical methodology study demonstrates selective arylation of allylic and cinnamyl alcohols using aryldiazonium salts, indicating a mild route to overcome selectivity scrambling.
Heck arylation with allylic alcohol is extremely challenging due to chemo-, regio-, and stereoselective scrambling. Here we report a mild protocol for the alcohol selective β- and α-arylation of allylic and cinnamyl alcohols respectively with aryldiazonium salts. The steric and electronic parameters of the alkene play a prominent role in the regioselectivity.
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Chaudhari et al. (2015) studied this question.
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