Synthesis of labeled (.+-.)-2-amino-3-butenoic acids

…, T Nakayama, N Esaki, H Tanaka, K Soda…

Index: Sawada, Seiji; Nakayama, Thoru; Esaki, Nobuyoshi; Tanaka, Hidehiko; Soda, Kenji; Hill, Richard K. Journal of Organic Chemistry, 1986 , vol. 51, # 17 p. 3384 - 3386

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Citation Number: 22

Abstract

Reductive desulfurization of 4 was accomplished with aluminum amalgamg to yield diethyl acetamidovinylmalonate (5, Ha, Hb, H,= IH). Complete retention of configuration was observed when the same procedure was applied to (2)-and (E)-[3, 4-2H2]-4, affording (E)-[3, 4-and H,= 2H, Hb= lH), respectively. The isomers of 5 monodeuterated at C-4,(E)-[4-2H1]-5 and (2)-[4-2HJ-5, were obtained by corresponding reduction of (E)-and (2)-4, respectively, ...