Michael reaction of conjugated nitro olefins with carboxylic acid dianions and with ester enolates: new synthesis of. gamma.-keto acids and. gamma.-keto esters

…, R Yamaguchi, A Yoshikoshi

Index: Miyashita, Masaaki; Yamaguchi, Ryuji; Yoshikoshi, Akira Journal of Organic Chemistry, 1984 , vol. 49, # 16 p. 2857 - 2863

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Citation Number: 30

Abstract

Base-sensitive conjugated nitro olefins 2 reacted with lithium dianions of carboxylic acids 3 or with lithium enolates of esters 4 at a low temperature of ca.-100 OC, and subsequent treatment of the Michael adducts with aqueous acid yielded y-keto acids 5 or esters 5'in a one-pot operation, respectively. Results of both the reactions have been compared. Some applications of the resulting y-keto esters in organic synthesis have also been ...

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