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Chiral Tetrafluorobenzobarrelene Ligands for the Rhodium‐Catalyzed Asymmetric Cycloisomerization of Oxygen‐ and Nitrogen‐Bridged 1,6‐Enynes
Author(s) -
Nishimura Takahiro,
Kawamoto Takahiro,
Nagaosa Makoto,
Kumamoto Hana,
Hayashi Tamio
Publication year - 2010
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.200906792
Subject(s) - cycloisomerization , cationic polymerization , rhodium , chemistry , catalysis , ligand (biochemistry) , nitrogen , oxygen , diene , stereochemistry , medicinal chemistry , polymer chemistry , organic chemistry , receptor , biochemistry , natural rubber
The long and winding Rhoad : The asymmetric cycloisomerization of nitrogen‐ and oxygen‐bridged 1,6‐enynes proceeded in the presence of a cationic rhodium complex that was coordinated by PPh 3 and a chiral diene ligand to afford high yields of chiral 3‐aza‐ and 3‐oxabicyclo[4.1.0]heptenes and high enantioselectivities. TS=4‐toluenesulfonyl, Tf=trifluoromethanesulfonyl.
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