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The First Highly Enantioselective Rh‐Catalyzed Enyne Cycloisomerization
Author(s) -
Cao Ping,
Zhang Xumu
Publication year - 2000
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 - 10.1002/1521-3773(20001117)39:22<4104::aid-anie4104>3.0.co;2-x
Subject(s) - cycloisomerization , enyne , enantioselective synthesis , catalysis , substrate (aquarium) , chemistry , salt (chemistry) , solvent , diene , medicinal chemistry , organic chemistry , stereochemistry , biology , ecology , natural rubber
Adding a silver salt to the catalyst [{Rh(diphos)Cl} 2 ] in a noncoordinating solvent in the presence of an enyne substrate resulted in the first highly enantioselective Rh‐catalyzed cycloisomerization of 1,6‐enynes to give 1,4‐diene products with up to 98 % ee in moderate to excellent yields [Eq. (1)]. (diphos=1,2‐bis(diphenylphosphanyl)ethane.)