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Catalytic Borylative Opening of Propargyl Cyclopropane, Epoxide, Aziridine, and Oxetane Substrates: Ligand Controlled Synthesis of Allenyl Boronates and Alkenyl Diboronates
Author(s) -
Zhao Jian,
Szabó Kálmán J.
Publication year - 2016
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.201510132
Subject(s) - oxetane , propargyl , regioselectivity , aziridine , ligand (biochemistry) , epoxide , cyclopropane , phosphine , chemistry , allene , catalysis , ring (chemistry) , combinatorial chemistry , organic chemistry , receptor , biochemistry
A new copper‐catalyzed reaction for the stereo‐ and regioselective synthesis of alkenyl diboronates and allenyl boronates is presented. In this process propargyl derivatives of strained three/four‐membered rings were employed as substrates and B 2 pin 2 was used as the boronate source. Selective formation of the alkenyl diboronate versus the allenyl boronate products was controlled by the choice of phosphine ligand.