13122-69-5Relevant academic research and scientific papers
Michael Reaction of Conjugated Nitro Olefins with Carboxylic Acid Dianions and with Ester Enolates: New Synthesis of γ-Keto Acids and γ-Keto Esters
Miyashita, Masaaki,Yamaguchi, Ryuji,Yoshikoshi, Akira
, p. 2857 - 2863 (2007/10/02)
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 deg C, and subsequent treatment of the Michael adducts with aqueous acid yielded γ-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 γ-keto esters in organic synthesis have also been demonstrated in lactone synthesis and cyclenone annulation.
NEW SYNTHESIS OF Γ-KETO ACIDS FROM NITROOLEFINS AND CARBOXYLIC ACID DIANIONS
Miyashita, Masaaki,Yamaguchi, Ryuji,Yoshikoshi, Akira
, p. 1505 - 1508 (2007/10/02)
As a convenient synthetic method of γ-keto acids, oxoalkylation of carboxylic acids with nitroolefins was examinated.Carboxylic acid dianions reacted with conjugated nitroolefins at low temperature (-100 deg C) and a variety of γ-keto acids were obtained on acidic workup in moderate to good yields.
