ol0102803_si_001.pdf (704.69 kB)
Total Synthesis of cis-Solamin
journal contributionposted on 2002-03-03, 00:00 authored 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.