Photoinduced Asymmetric Formal Siloxycarbene Insertion into sp3 C-H Bonds Enabled by Chiral Phosphoric Acid

被引：4
|
作者：
Xie, Zi-Yi [1 ]
Li, Qiang-Qiang [1 ]
Liu, Yang [1 ]
Cai, Bao-Gui [1 ]
Xuan, Jun [1 ]
机构：
[1] Anhui Univ, Coll Chem Chem Engn, Anhui Prov Key Lab Chem Inorgan Organ Hybrid Func, Hefei 230601, Anhui, Peoples R China
来源：
ORGANIC LETTERS | 2024年 / 26卷 / 27期
基金：
中国国家自然科学基金;
关键词：
CARBENE INSERTION;
D O I：
10.1021/acs.orglett.4c02020
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We disclosed herein an enantioselective formal siloxycarbene insertion reaction enabled by chiral phosphoric acid and blue LED irradiation. This is the first time the asymmetric siloxycarbene insertion into an sp(3) C-H bond under transition-metal free conditions has been realized. The reaction features good isolated yields (up to 92%), high enantioselectivity (up to 99:1 er), mild reaction conditions, and good compatibility. Moreover, this method also provides a green and efficient method to construct a chiral quaternary carbon center.
引用
收藏
页码：5827 / 5832
页数：6
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