Ligated Regioselective PdII Catalysis to Access [beta]-Aryl-Bearing Aldehydes, Ketones, and [beta]-Keto Esters

By employing ligands in the PdII-mediated arylative isomerization of allyl alcohols, a milder and regioselective access to the versatile building blocks [beta]-aryl aldehydes and ketones was developed. This new and chelation-controlled protocol enabled the compatibility of wide range of functionalit...

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Bibliographic Details
Published in:European journal of organic chemistry 2012-09, Vol.2012 (25), p.4694
Main Authors: Vellakkaran, Mari, Andappan, Murugaiah M S, Kommu, Nagaiah
Format: Article
Language:English
Online Access:Get full text
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Summary:By employing ligands in the PdII-mediated arylative isomerization of allyl alcohols, a milder and regioselective access to the versatile building blocks [beta]-aryl aldehydes and ketones was developed. This new and chelation-controlled protocol enabled the compatibility of wide range of functionalities to generate dihydrochalcones, [alpha]-benzyl-[alpha]'-alkyl acetones, dihydrocinnamaldehydes, and [alpha]-benzyl [beta]-keto esters (from Baylis-Hillman adducts). A practical multigram synthesis of an intermediate for Propafenone was also demonstrated.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201200770