Transacylation of alpha-aryl-beta-keto esters.
The acyl group of an alpha-aryl-beta-keto ester was readily transferred to N-, O-, and S-nucleophiles. The transacylation from arylated diethyl 3-oxoglutarate to amines led to unsymmetrical malonic acid amide esters in high yields. The present reaction proceeded under mild conditions without formation of detectable byproducts. Only simple experimental manipulations were required. This reaction was also found to be sensitive to steric factors, which enabled the chemoselective monoacylation of diamines and amino alcohols without any modifications such as protection.
Department of Chemistry, Osaka Kyoiku University, Asahigaoka 4-698-1, Kashiwara, Osaka 582-8582, Japan.
Nagatoshi
N
Nishiwaki
Daisei
D
Nishida
Tetsuya
T
Ohnishi
Fumie
F
Hidaka
Satoru
S
Shimizu
Mina
M
Tamura
Kazushige
K
Hori
Yasuo
Y
Tohda
Masahiro
M
Ariga