Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact:

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Paper | Regular issue | Vol 91, No. 5, 2015, pp.959-969
Published online, 26th March, 2015
DOI: 10.3987/COM-15-13172
Divergent Synthesis of 2,6-Disubstituted Piperidine Alkaloid, (+)-Spectaline by Palladium-Catalyzed Cyclization

Masatomo Katsuyama, Masahiro Furuta, Kazuya Kobayashi, Kenta Teruya, Hidefumi Makabe, Kenichi Akaji, and Yasunao Hattori*

*Department of Medicinal Chemistry, Pharmacetuical Chemistry, Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan


Convergent synthesis of 2,6-disubstituted piperidine alkaloid, (+)-spectaline is described. Using substrate-controlled diastereo-selective Pd(II)-catalyzed cyclization, both cis-2,6- and trans-2,6-disubstituted piperidine backbones were constructed from adequately protected precursors with high selectivity. Synthesis of (+)-spectaline containing cis-2,6-disubstituents was accomplished by 10 step reactions with a 31% total yield.