Total synthesis of cis-solamin |
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| Authors: | Makabe Hidefumi Hattori Yasunao Tanaka Akira Oritani Takayuki |
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| Institution: | Graduate School of Agriculture, Sciences of Functional Foods, Integrated Department, Shinshu University, 8304 Mimamiminowa Kamiina, Nagano 399-4598, Japan. makabeh@gipmc.shinshu-u.ac.jp |
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| Abstract: | structure: see text] A convergent total synthesis of cis-solamin and its diastereomer was accomplished using VO(acac)2-catalyzed diastereoselective epoxidation followed by cyclization of bis-homoallylic alcohol as the key step. By comparison of the optical rotation of two possible diastereomers, it is suggested that the absolute configuration of natural cis-solamin is 1a. |
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