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Total Synthesis of (−)‐Norzoanthamine
Authors:Daisuke Yamashita  Yoshihisa Murata Dr  Naotsuka Hikage Dr  Ken‐ichi Takao Prof?Dr  Atsuo Nakazaki Dr  Susumu Kobayashi Prof?Dr
Institution: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.
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Keywords:alkaloids  cleavage reactions  Horner–  Emmons reaction  natural products  total synthesis
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