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Rhodium‐Catalyzed Tandem Cyclopropanation/Cope Rearrangement of 4‐Alkenyl‐1‐sulfonyl‐1,2,3‐triazoles with Dienes
Author(s) -
Parr Brendan T.,
Davies Huw M. L.
Publication year - 2013
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.201304310
Subject(s) - rhodium , sulfonyl , cyclopropanation , tandem , stereoselectivity , chemistry , catalysis , combinatorial chemistry , variety (cybernetics) , organic chemistry , computer science , medicinal chemistry , materials science , composite material , alkyl , artificial intelligence
Take your pick… A practical method for the synthesis of structurally diverse rhodium vinylcarbenes from stable 1‐sulfonyl‐1,2,3‐triazole precursors has been developed. The reaction is general for a broad range of 4‐alkenyl triazoles and dienes, enabling the stereoselective synthesis of a variety of polycyclic imines, which are readily converted into amines or aldehydes in a one‐pot process.