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Selective One‐Pot Carbon–Carbon Bond Formation by Catalytic Boronation of Unactivated Cycloalkenes and Subsequent Coupling
Author(s) -
Olsson Vilhelm J.,
Szabó Kálmán J.
Publication year - 2007
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.200702499
Subject(s) - allylic rearrangement , pinacol , chemistry , iridium , aldehyde , aryl , catalysis , surface modification , selectivity , carbon fibers , iodide , coupling (piping) , organic chemistry , medicinal chemistry , combinatorial chemistry , alkyl , computer science , materials science , composite number , metallurgy , algorithm
Two channels : Cycloalkenes can be selectively functionalized by iridium‐catalyzed boronation followed by Suzuki coupling with an aryl iodide or reaction with an aldehyde. The selectivity for allylic and vinylic functionalization can be controlled by a slight change of the reaction conditions. DBU=1,8‐diazabicyclo[5.4.0]undec‐7‐ene, pin=pinacol.