Rhodium‐Catalyzed Asymmetric Formal Olefination or Cycloaddition: 1,3‐Dicarbonyl Compounds Reacting with 1,6‐Diynes or 1,6‐Enynes | Zendy

Suda Takeshi | Zendy; Noguchi Keiichi | Zendy; Tanaka Ken | Zendy

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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.

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