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Regiodivergent Copper Catalyzed Borocyanation of 1,3‐Dienes
Author(s) -
Jia Tao,
He Qiong,
Ruscoe Rebecca E.,
Pulis Alexander P.,
Procter David J.
Publication year - 2018
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.201806169
Subject(s) - cyanation , electrophile , copper , catalysis , chemistry , ligand (biochemistry) , combinatorial chemistry , molecule , surface modification , carbon fibers , organic chemistry , materials science , biochemistry , receptor , composite number , composite material
Copper catalyzed multi‐functionalization of unsaturated carbon‐carbon bonds is a powerful tool for the generation of complex molecules. We report a regiodivergent process that allows a switch between 1,4‐borocupration and 4,1‐borocupration of 1,3‐dienes upon a simple change in ligand. The subsequently generated allyl coppers are trapped in an electrophilic cyanation to selectively generate densely functionalized and synthetically versatile 1,2‐ or 4,3‐borocyanation products.