RETRACTED: Iridium-Catalyzed Asymmetric Borylation of Unactivated Methylene C(sp3)-H Bonds (Retracted article.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

页码：6817 / 6821

页数：5

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