Ligated Regioselective Pd II Catalysis to Access β‐Aryl‐Bearing Aldehydes, Ketones, and β‐Keto Esters

By employing ligands in the Pd II ‐mediated arylative isomerization of allyl alcohols, a milder and regioselective access to the versatile building blocks β‐aryl aldehydes and ketones was developed. This new and chelation‐controlled protocol enabled the compatibility of wide range of functionalities...

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Bibliographic Details
Published in:European journal of organic chemistry 2012-09, Vol.2012 (25), p.4694-4698
Main Authors: Vellakkaran, Mari, Andappan, Murugaiah M. S., Kommu, Nagaiah
Format: Article
Language:English
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Summary:By employing ligands in the Pd II ‐mediated arylative isomerization of allyl alcohols, a milder and regioselective access to the versatile building blocks β‐aryl aldehydes and ketones was developed. This new and chelation‐controlled protocol enabled the compatibility of wide range of functionalities to generate dihydrochalcones, α‐benzyl‐α′‐alkyl acetones, dihydrocinnamaldehydes, and α‐benzyl β‐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