One-Pot Reductive Acetylation of Aldehydes using 1-Hydrosilatrane in Acetic Acid

被引:5
|
作者
James, Reuben R. [1 ]
Herlugson, Sharon [1 ]
Varjosaari, Sami E. [1 ]
Skrypai, Vladislav [1 ]
Shakeel, Zainab [2 ]
Gilbert, Thomas M. [1 ]
Adler, Marc J. [1 ,2 ]
机构
[1] Northern Illinois Univ, Dept Chem & Biochem, 1425 W Lincoln Hwy, De Kalb, IL 60115 USA
[2] Ryerson Univ, Dept Biol & Chem, 350 Victoria St, Toronto, ON M5B 2K3, Canada
来源
SYNOPEN | 2019年 / 3卷 / 01期
关键词
esterification; reduction; silatrane; one-pot synthesis; CARBONYL-COMPOUNDS; DEACETYLATION; ACETATES; KETONES;
D O I
10.1055/s-0037-1611697
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A one-pot, direct reductive acetylation of aldehydes was achieved under mild conditions using 1-hydrosilatrane as a safe and easily accessible catalyst. Described herein is a facile synthesis that produces acylated primary alcohols that can serve as valuable building blocks for organic synthesis. The method has good functional group tolerance and works for a range of aryl aldehydes, with the notable exception of electron-rich arenes. A library of esters was isolated by flash chromatography in yields as high as 92%.
引用
收藏
页码:1 / 3
页数:3
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