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Product Control using Substrate Design: Ruthenium‐Catalysed Oxidative C−H Olefinations of Cyclic Weinreb Amides
Author(s) -
Das Riki,
Kapur Manmohan
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.201603126
Subject(s) - ruthenium , regioselectivity , chemistry , oxidative phosphorylation , combinatorial chemistry , oxidative cleavage , cationic polymerization , substrate (aquarium) , bond cleavage , organic chemistry , catalysis , biochemistry , biology , ecology
A new class of Weinreb amides has been developed as directing groups for the ruthenium‐catalysed regioselective oxidative C−H olefination. The new Weinreb amides successfully inhibit the N−O bond reductive cleavage usually associated with the cationic ruthenium system, thereby keeping intact the synthetic utility of Weinreb amides. Mechanistic studies reveal interesting aspects of the directing group capabilities of Weinreb amides when compared to simple amides of similar structures.