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Alternative Pathways for Heck Intermediates: Palladium‐Catalyzed Oxyarylation of Homoallylic Alcohols
Author(s) -
Zhu Chen,
Falck John R.
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201101857
Subject(s) - palladium , intramolecular force , olefin fiber , catalysis , chemistry , heck reaction , adduct , organic chemistry , combinatorial chemistry
The oxidative Heck arylation of homoallylic alcohols affords adducts in good yields and regioselectivities owing largely to coordination between the catalyst and hydroxy group (see scheme). Moreover, the Heck intermediate can be intercepted by an intramolecular palladium‐catalyzed olefin oxyannulation, thus leading to a wide range of α‐aryltetrahydrofurans, including highly functionalized scaffolds.