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Total Synthesis of (−)‐Norzoanthamine |
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| Authors: | Daisuke Yamashita Yoshihisa Murata Dr. Naotsuka Hikage Dr. Ken‐ichi Takao Prof. Dr. Atsuo Nakazaki Dr. Susumu Kobayashi Prof. Dr. |
| Affiliation: | 1. Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda‐shi, Chiba 278‐8510 (Japan), Fax: (+81)?4‐7121‐3671;2. Daiichi‐Sankyo Co., Ltd. 1‐12‐1 Shinomiya, Hiratsuka‐shi, Kanagawa 254‐8560 (Japan) |
| Abstract: | No bones about it : (?)‐Norzoanthamine, a promising candidate for an anti‐osteoporotic drug, was the target of a total synthesis (see scheme). The final bisaminal formation with AcOH/H2O gave the DEFG ring, while the cyclization precursor was prepared by installing the remaining bisaminal unit after oxidative cleavage of the cyclopentanol moiety.  |
| Keywords: | alkaloids cleavage reactions Horner– Emmons reaction natural products total synthesis |