Tetrahedron

Synthesis of an immunomodulator (+)-conagenin and its analogs

T Yakura, Y Yoshimoto, C Ishida, S Mabuchi

Index: Yakura, Takayuki; Yoshimoto, Yuya; Ishida, Chisaki; Mabuchi, Shunsuke Tetrahedron, 2007 , vol. 63, # 21 p. 4429 - 4438

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Citation Number: 35

Abstract

Stereoselective synthesis of an immunomodulator (+)-conagenin was achieved. Both amine and carboxylic acid moieties were prepared from commercially available optically active methyl 3-hydroxy-2-methylpropanoate using dirhodium (II)-catalyzed C–H amination and chelation-controlled reductions as key steps. In addition, demethyl analogs of conagenin were synthesized using similar procedures.