Author/Authors :
Hidefumi Makabe، نويسنده , , Yasunao Hattori، نويسنده , , Yuka Kimura، نويسنده , , Hiroyuki Konno، نويسنده , , Masato Abe، نويسنده , , Hideto Miyoshi، نويسنده , , Akira Tanaka، نويسنده , , Takayuki Oritani، نويسنده ,
Abstract :
A convergent total synthesis of cis-solamin () and its diastereomer () was accomplished. A key reaction of this approach was the use of VO(acac)2-catalyzed diastereoselective epoxidation of (Z)-bis-homoallylic alcohol followed by spontaneous cyclization for the cis-THF ring formation. By comparison of the optical rotation of the two possible diastereomers, it is suggested that the absolute configuration of natural cis-solamin is . Inhibitory action of synthetic and with bovine heart mitochondrial complex I are reported.
