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Ligand‐Free Pd‐Catalyzed Highly Selective Arylation of Allylic Esters with Retention of the Traditional Leaving Group
Author(s) -
Pan Delin,
Chen Anjun,
Su Yijin,
Zhou Wang,
Li Si,
Jia Wei,
Xiao Juan,
Liu Qingjian,
Zhang Liangren,
Jiao Ning
Publication year - 2008
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.200800966
Subject(s) - allylic rearrangement , chemistry , palladium , ligand (biochemistry) , catalysis , regioselectivity , halide , group (periodic table) , leaving group , medicinal chemistry , functional group , combinatorial chemistry , organic chemistry , receptor , biochemistry , polymer
What leaving group? Organic halides and allylic esters undergo efficient Pd‐catalyzed Heck reactions under mild conditions in air to form a new CC bond without elimination of the β‐OAc group in the intermediate palladium complex. Instead a highly regioselective β‐H elimination takes place to provide substituted derivatives of allylic alcohols (see scheme).