Title of article :
Asymmetric synthesis of (−)-chicanine using a highly regioselective intramolecular Mitsunobu reaction and revision of its absolute configuration
Author/Authors :
Harada، نويسنده , , Kenichi and Horiuchi، نويسنده , , Hiroki C. Tanabe، نويسنده , , Kazuma and Carter، نويسنده , , Rich G. and Esumi، نويسنده , , Tomoyuki and Kubo، نويسنده , , Miwa and Hioki، نويسنده , , Hideaki and Fukuyama، نويسنده , , Yoshiyasu، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2011
Abstract :
First asymmetric synthesis of (−)-chicanine has been accomplished in 14 steps by employing the Evans asymmetric syn-selective aldol reaction, diastereoselective hydroboration and an regioselective, intramolecular Mitsunobu etherification. The absolute configuration of (+)- and (−)-chicanine has been revised to 2R,3S,4R,5R and 2S,3R,4S,5S, respectively, through CD analysis.
Keywords :
Mitsunobu reaction , Chicanine , Neurotrophic activity , Neolignan , Talaumidin
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters
