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Total synthesis of cis-solamin
Hidefumi Makabe1, Yasunao Hattori, Akira Tanaka
1Graduate School of Agriculture, Sciences of Functional Foods, Integrated Department, Shinshu University, 8304 Mimamiminowa Kamiina, Nagano 399-4598, Japan. makabeh@gipmc.shinshu-u.ac.jp
Organic Letters
|April 2, 2002
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.