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Rhodium‐Catalyzed Cross‐Cyclotrimerization and Dimerization of Allenes with Alkynes
Author(s) -
Sakashita Kazuki,
Shibata Yu,
Tanaka Ken
Publication year - 2016
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.201602155
Subject(s) - allene , rhodium , cationic polymerization , alkyne , chemistry , catalysis , molecule , binap , medicinal chemistry , polymer chemistry , organic chemistry , enantioselective synthesis
It has been established that a cationic rhodium(I)/binap complex catalyzes the cross‐cyclotrimerization of two molecules of a monosubstituted allene with one molecule of a functionalized alkyne to give 3,6‐dialkylidenecyclohex‐1‐enes. In contrast, the reactions involving di‐ or trisubstituted allenes and/or unfunctionalized alkynes afforded cross‐dimerization products, substituted dendralenes, through β‐hydrogen elimination from the corresponding rhodacycles.