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Rhodium‐Catalyzed Asymmetric Formal Olefination or Cycloaddition: 1,3‐Dicarbonyl Compounds Reacting with 1,6‐Diynes or 1,6‐Enynes
Author(s) -
Suda Takeshi,
Noguchi Keiichi,
Tanaka Ken
Publication year - 2011
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.201007727
Subject(s) - cycloaddition , rhodium , intramolecular force , cationic polymerization , chemistry , catalysis , medicinal chemistry , ring (chemistry) , stereochemistry , organic chemistry
A cationic rhodium(I) complex catalyzes the title reaction of 1,6‐diynes through a [2+2+2] cycloaddition and subsequent electrocyclic ring opening (see scheme; cod=1,5‐cyclooctadiene, H 8 ‐binap=2,2′‐bis(diphenylphosphino)‐5,5′,6,6′,7,7′,8,8′‐octahydro‐1,1′‐binaphthyl). The asymmetric intramolecular [2+2+2] cycloaddition of 1,3‐dicarbonyl compounds with 1,6‐enynes was also accomplished.