Catalytic 1,1-Cyanoalkylation of Electron-Deficient Olefins

被引：1
|
作者：
Ohmatsu, Kohsuke [1 ,2 ]
Truong, Duc An [1 ,2 ]
Morita, Shohei [1 ,2 ]
Maruoka, Keiji [3 ,4 ]
Ooi, Takashi [1 ,2 ]
机构：
[1] Nagoya Univ, Inst Transformat Biomol WPI ITbM, Grad Sch Engn, Nagoya 4648601, Japan
[2] Nagoya Univ, Dept Mol & Macromol Chem, Nagoya 4648601, Japan
[3] Kyoto Univ, Grad Sch Pharmaceut Sci, Kyoto 6068501, Japan
[4] Guangdong Univ Technol, Sch Chem Engn & Light Ind, Guangzhou 510006, Peoples R China
来源：
ORGANIC LETTERS | 2024年 / 26卷 / 19期
基金：
日本学术振兴会;
关键词：
D O I：
10.1021/acs.orglett.4c00866
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A catalytic 1,1-dicarbofunctionalization of electron-deficient olefins was effected on the basis of the three-component coupling reactions involving olefins bearing vicinal electron-withdrawing groups, potassium cyanide, and an alkyl halide, which afforded geminally cyanoalkylated products in high yields via conjugate cyanation, 1,2-proton transfer, and enolate alkylation. The use of suitable chiral phase-transfer catalysts enabled asymmetric induction in this transformation.
引用
收藏
页码：4055 / 4058
页数：4
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