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An asymmetric synthesis of (+)-monomorine I |
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| Authors: | Masaki Asai Yukiko Takemoto Ayaka Deguchi Yasunao Hattori Hidefumi Makabe |
| Institution: | 1. Graduate School of Science and Technology, Department of Agriculture, Division of Food Science and Biotechnology, Shinshu University, 8304 Minami-minowa, Kami-ina, Nagano 399-4598, Japan;2. Graduate School of Agriculture, Sciences of Functional Foods, Shinshu University, 8304 Minami-minowa, Kami-ina, Nagano 399-4598, Japan;3. Department of Bioscience and Biotechnology, Faculty of Agriculture, Shinshu University, 8304 Minami-minowa, Kami-ina, Nagano 399-4598, Japan;4. Center for Instrumental Analysis, Kyoto Pharmaceutical University, Yamashina-ku, Kyoto 607-8412, Japan |
| Abstract: | The synthesis of (+)-monomorine I, an indolizidine alkaloid isolated from Monomorium pharaonis, has been achieved. The 2,6-cis-piperidine ring moiety of (+)-monomorine I was constructed using diastereoselective aminopalladation. Chain elongation via cross-metathesis using Hoveyda-Grubbs 2nd catalyst followed by deprotection of the Cbz group and cyclic reductive hydroamination afforded (+)-monomorine I. |
| Keywords: | Corresponding author Tel : +81 265 77 1630 fax: +81 265 77 1700 |
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