RETRACTED: Iridium-Catalyzed Asymmetric Borylation of Unactivated Methylene C(sp3)-H Bonds (Retracted article. See vol. 144, pg. 10659, 2019)

被引：67
|
作者：
Reyes, Ronald L. [1 ,2 ]
Iwai, Tomohiro [1 ]
Maeda, Satoshi [1 ,2 ]
Sawamura, Masaya [1 ,2 ]
机构：
[1] Hokkaido Univ, Dept Chem, Fac Sci, Sapporo, Hokkaido 0600810, Japan
[2] Hokkaido Univ, Inst Chem React Design & Discovery WPI ICReDD, Sapporo, Hokkaido 0010021, Japan
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2019年 / 141卷 / 17期
关键词：
ACTIVATION; ENANTIOSELECTIVITY; FUNCTIONALIZATION;
D O I：
10.1021/jacs.9b01952
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Herein, we show the highly enantioselective borylation of unactivated methylene C(sp(3))-H bonds in 2-alkylpyridines and 2-alkyl-1,3-azole derivatives using an iridium-BINOL-based chiral monophosphite catalyst system. Quantum chemical calculations using the artificial force induced reaction (AFIR) method suggested that a monophosphite-Ir-tris(boryl) complex generates a narrow chiral reaction pocket where the differentiation of the enantiotopic methylene C-H bonds is accomplished through an assembly of multiple noncovalent interactions.
引用
收藏
页码：6817 / 6821
页数：5
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