Nickel-Catalyzed Cyanation of Allylic Alcohols: High Degree of Chiral Inversion in Aqueous Reaction Media

被引：2

作者：

Liu, Yaxin ^{[1
,2
]}

Hu, Jiawen ^{[1
]}

Long, Jinguo ^{[1
,3
]}

Liu, Xuefen ^{[1
]}

Luo, Shu-Ping ^{[2
]}

Fang, Xianjie ^{[1
]}

机构：

[1] Hangzhou Normal Univ, Coll Mat, Key Lab Organosilicon Mat Technol Zhejiang Prov, Key Lab Organosilicon Chem,Minist Educ, Hangzhou 311121, Peoples R China

[2] Zhejiang Univ Technol, State Key Lab Breeding Base Green Chem Synth Techn, Hangzhou 310014, Peoples R China

[3] Hunan Univ, Coll Chem & Chem Engn, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Peoples R China

来源：

ORGANIC LETTERS | 2024年 / 26卷 / 30期

基金：

中国国家自然科学基金; 中国博士后科学基金;

关键词：

TRIMETHYLSILYL CYANIDE; CARBONATES; TRANSMETALATION; GENERATION;

D O I：

10.1021/acs.orglett.4c02211

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nickel-catalyzed aqueous cyanation of allylic alcohols is herein described. This catalytic protocol provided environmentally friendly and operationally simple access to a variety of allylic nitriles in good yields. For chiral allylic alcohols, the reaction gave chiral allylic nitriles with a high degree of chiral inversion. The accelerated release of cyanide in H2O was crucial for the success of this reaction.

引用

页码：6413 / 6417

页数：5

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