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Cationic Rhodium(I)/Modified‐BINAP Catalyzed [2+2+2] Cycloaddition of Alkynes with Nitriles
Author(s) -
Tanaka Ken,
Suzuki Nanami,
Nishida Goushi
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600347
Subject(s) - chemistry , desymmetrization , stereocenter , cycloaddition , rhodium , enantioselective synthesis , regioselectivity , binap , cationic polymerization , bicyclic molecule , medicinal chemistry , catalysis , hydroformylation , organic chemistry , combinatorial chemistry
Cationic rhodium(I)/modified‐BINAP complexes catalyze a chemo‐ and regioselective [2+2+2] cycloaddition of a wide variety of alkynes and nitriles leading to highly functionalized pyridines under mild reaction conditions. The asymmetric variant of this reaction, enantioselective desymmetrization of substituted malononitriles, also proceeded to give enantio‐enriched bicyclic pyridines which possess a tertiary or quaternary stereocenter. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)