Metal-free visible-light synthesis of quaternary α-perfluoroalkyl aldehydes via an enamine intermediate

被引：18
|
作者：
Matsui, Haruna [1 ]
Murase, Mao [1 ]
Yajima, Tomoko [1 ]
机构：
[1] Ochanomizu Univ, Dept Chem, Fac Sci, Bunkyo Ku, Tokyo 1128610, Japan
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2018年 / 16卷 / 39期
关键词：
DONOR-ACCEPTOR COMPLEXES; ELECTROPHILIC TRIFLUOROMETHYLATION; PHOTOCHEMICAL ACTIVITY; STEREOGENIC CENTERS; NATURAL-PRODUCTS; BETA-KETOESTERS; ALKYLATION; FUNCTIONALIZATION; ORGANOCATALYSIS; CONSTRUCTION;
D O I：
10.1039/c8ob02058b
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Visible-light induced perfluoroalkylation of the alpha-position of aldehydes via enamines was developed. The reaction proceeds by electron donor-acceptor complexation of the enamine and perfluoroalkyl iodide without any additional redox catalyst. A variety of perfluoroalkyl groups are tolerated to give various quaternary alpha-perfluoroalkyl aldehydes. An example using proline-derived chiral amine gives high enantioselectivity.
引用
收藏
页码：7120 / 7123
页数：4
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