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Synthesis of an immunomodulator (+)-conagenin and its analogs |
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| Authors: | Takayuki Yakura Yuya Yoshimoto Chisaki Ishida Shunsuke Mabuchi |
| Affiliation: | Graduate School of Medicine and Pharmaceutical Sciences, University of Toyama, Sugitani, Toyama 930-0194, Japan |
| 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. |
| Keywords: | Conagenin Immunomodulator Dirhodium(II)-catalyzed C-H amination Chelation-controlled reduction |
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