Application of Organolithium and Related Reagents in Synthesis. XXVII.[1] Effect of the Nucleophilic Character of Silyl Enol Ethers Upon the Conversion of 3- …

A Bieniek, J Epsztajn, KK Kulikiewicz

Index: Bieniek, Adam; Epsztajn, Jan; Kulikiewicz, Krystyna K. Synthetic Communications, 2003 , vol. 33, # 4 p. 667 - 677

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Citation Number: 6

Abstract

Abstract A convenient two step protocol preparation of the ortho-alkylated (by secondary substituent with the carbomethoxy group at the end of alkyl chain) aromatic carboxylic acids 6 from benzoic acids anilides 1 was developed, which exploited the reductive alkylation of phthalides 4 with silyl vinyl ethers 5a–b or silyl ketene acetals 5c–g as a key step, is described.