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Palladium‐Catalyzed Regiodivergent Substitution of Propargylic Carbonates
Author(s) -
Locascio Theresa M.,
Tunge Jon A.
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201603481
Subject(s) - regioselectivity , palladium , catalysis , denticity , ligand (biochemistry) , acetonitrile , chemistry , combinatorial chemistry , stereochemistry , substitution (logic) , medicinal chemistry , organic chemistry , computer science , crystal structure , receptor , biochemistry , programming language
The palladium(0)‐catalyzed, ligand‐controlled, regioselective addition of diaryl acetonitrile pronucleophiles to propargylic carbonates is reported. Selective formation of either terminal 1,3‐dienyl or propargylated products is proposed to arise from a change in reaction mechanism controlled by the denticity of the coordinating ligand.