Total synthesis of cis-solamin.
Total synthesis of cis-solamin.
复制标题
顺式索拉明的全合成。
DOI：
10.1021/ol0102803
复制
发表时间：
2002
期刊：
影响因子：
5.2
通讯作者：
T. Oritani
中科院分区：
文献类型：
--
作者：
H. Makabe;Y. Hattori;A. Tanaka;T. Oritani
以VO(acac)2催化非对映选择性环氧化和双均烯丙醇环化为关键步骤，完成了顺式solamin及其非对映体的会聚全合成。通过比较两种可能的非对映体的旋光度，认为天然顺式索拉明的绝对构型为1a。
[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.