|
|||||
|
|
Toward Palau′amine: Hg(OTf)2‐Catalyzed Synthesis of the Cyclopentane Core |
|
| Authors: | Kosuke Namba Dr. Yukari Kaihara Hirofumi Yamamoto Dr. Hiroshi Imagawa Dr. Keiji Tanino Prof. Dr. Robert M. Williams Prof. Dr. Mugio Nishizawa Prof. Dr. |
| Affiliation: | 1. Division of Chemistry, Hokkaido University, Kita‐ku, Sapporo 060‐0810 (Japan), Fax: (+81)?11‐706‐2703;2. Faculty of Pharmaceutical Science, Tokushima Bunri University, Yamashiro‐cho, Tokushima 770‐8514 (Japan), Fax: (+81)?88‐602‐8446;3. Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA) and the University of Colorado, Cancer Center Aurora, CO 80045 (USA) |
| Abstract: | Catalytic cyclization : The Hg(OTf)2‐catalyzed N‐selective cyclization of amide carbonyl moieties for the construction of a quaternary carbon center was developed. The Hg(OTf)2‐catalyzed cyclization of cyclopentylidene alcohol with acylhydrazide afforded the desired cyclopenta[c]pyridazinone in good yield. The subsequent eight steps gave the functionalized cyclopentane with the correct stereochemistry that corresponds to the E ring of palau′amine (see scheme).  |
| Keywords: | alkaloids cyclization natural products palau′ amine |