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Stereospecific and Stereoselective Rhodium(I)‐Catalyzed Intramolecular [2+2+2] Cycloaddition of Allene‐Ene‐Ynes: Construction of Bicyclo[4.1.0]heptenes
Author(s) -
Ohta Yuu,
Yasuda Shigeo,
Yokogawa Yuka,
Kurokawa Kei,
Mukai Chisato
Publication year - 2015
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.201409155
Subject(s) - allene , stereospecificity , ene reaction , intramolecular force , chemistry , stereoselectivity , cyclopropane , bicyclic molecule , cycloaddition , rhodium , ring (chemistry) , stereochemistry , medicinal chemistry , catalysis , organic chemistry
Treatment of the allene‐ene‐yne substrates with [{RhCl(CO) 2 } 2 ] effected the intramolecular [2+2+2]‐type ring‐closing reaction to produce various of tri‐ and tetracyclic derivatives containing a cyclopropane ring. The reaction is highly stereoselective as well as stereospecific with good to excellent yields.