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Copper‐Catalyzed SiB Bond Activation in Branched‐Selective Allylic Substitution of Linear Allylic Chlorides
Author(s) -
Vyas Devendra J.,
Oestreich Martin
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.201004658
Subject(s) - allylic rearrangement , substitution (logic) , copper , bond , catalysis , computer science , chemistry , business , organic chemistry , programming language , finance
The harder they come, the better they leave! Chloride is superior to all common leaving groups in the γ‐selective allylic substitution of linear precursors. This approach involves a novel copper‐catalyzed SiB bond activation (see scheme; γ/α≥98:2, 7 examples; Si =SiMe 2 Ph and B =Bpin with pin=pinacolato).