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Total Synthesis of cis-Solamin

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journal contribution
posted on 03.03.2002, 00:00 by Hidefumi Makabe, Yasunao Hattori, Akira Tanaka, Takayuki Oritani
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.