Transacylation of α-Aryl-β-keto Esters

…, F Hidaka, S Shimizu, M Tamura, K Hori…

Index: Nishiwaki, Nagatoshi; Nishida, Daisei; Ohnishi, Tetsuya; Hidaka, Fumie; Shimizu, Satoru; Tamura, Mina; Hori, Kazushige; Tohda, Yasuo; Ariga, Masahiro Journal of Organic Chemistry, 2003 , vol. 68, # 22 p. 8650 - 8656

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Citation Number: 20

Abstract

The acyl group of an α-aryl-β-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, ...

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