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Iridium‐Catalyzed Distal Hydroboration of Aliphatic Internal Alkenes
Author(s) -
Wang Guangzhu,
Liang Xinyi,
Chen Lili,
Gao Qian,
Wang JianGuo,
Zhang Panke,
Peng Qian,
Xu Senmiao
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201902464
Subject(s) - hydroboration , regioselectivity , chemistry , iridium , catalysis , catalytic cycle , boranes , organic chemistry , medicinal chemistry , boron
The regioselective hydroboration of aliphatic internal alkenes remains a great challenge. Reported herein is an iridium‐catalyzed hydroboration of aliphatic internal alkenes, providing distal‐borylated products in good to excellent yields with high regioselectivity (up to 99:1). We also demonstrate that the C−B bond of the distal‐borylated product can be readily converted into other functional groups. DFT calculations indicate that the reaction proceeds through an unexpected Ir III /Ir V cycle.
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