Graduate School of Science and Technology, Department of Agriculture, Division of Food Science and Biotechnology, Shinshu University, Kami-ina, Nagano, Japan.
Center for Instrumental Analysis, Kyoto Pharmaceutical University, Yamashina-ku, Kyoto, Japan.
Biosci Biotechnol Biochem. 2021 Feb 18;85(2):223-227. doi: 10.1093/bbb/zbaa014.
Synthesis of (+)-solenopsin, a 2,6-disubstituted piperidine alkaloid, isolated from fire ants (Solenopsis), was achieved. Stereoselective construction of trans-2,6-piperidine ring moiety was performed using palladium-catalyzed cyclization. Chain elongation using Grubbs 2nd catalyst followed by the reduction of double bond and the deprotection of the Cbz group afforded (+)-solenopsin.
（+）- solenopsin，一种从火蚁（Solenopsis）中分离出的 2,6-二取代哌啶生物碱的合成已完成。使用钯催化的环化反应实现了反式-2,6-哌啶环部分的立体选择性构建。使用 Grubbs 2 代催化剂进行链延伸，然后还原双键并脱除 Cbz 基团，得到（+）- solenopsin。
