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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
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201602155
Subject(s) - allene , rhodium , chemistry , cationic polymerization , alkyne , catalysis , molecule , binap , polymer chemistry , medicinal 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.