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Ligand‐Controlled α‐ and β‐Arylation of Acyclic N‐Boc Amines
Author(s) -
Millet Anthony,
Dailler David,
Larini Paolo,
Baudoin Olivier
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201310904
Subject(s) - transmetalation , chemistry , ligand (biochemistry) , phosphine , palladium , combinatorial chemistry , medicinal chemistry , stereochemistry , catalysis , organic chemistry , receptor , biochemistry
The palladium‐catalyzed ligand‐controlled arylation of α‐zincated acyclic amines, obtained by directed α‐lithiation and transmetalation, is described. Whereas P t Bu 3 gave rise to α‐arylated Boc‐protected amines, more flexible N ‐phenylazole‐based phosphine ligands induced major β‐arylation through migrative cross‐coupling.