Synthetic studies on chartelline C: stereoselective construction of the core skeleton |
| |
| Authors: | Kotaro Iwasaki Rentaro Kanno Toshiharu Morimoto Tohru Yamashita Satoshi Yokoshima Tohru Fukuyama |
| |
| Affiliation: | Graduate School of Pharmaceutical Sciences, University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033 (Japan). |
| |
| Abstract: | What a core-ker! The title synthesis was achieved using a route featuring an intramolecular Mitsunobu reaction of a nosyl amide, stereoselective construction of the β-lactam, and formation of an enamide moiety by selenoxide elimination. The stereochemistry of the alkylation for the formation of the β-lactam was controlled by a secondary hydroxy group on the ten-membered ring. SEM=2-(trimethylsilyl)ethoxymethyl; TBS=tert-butyldimethylsilyl. |
| |
| Keywords: | imidazole Mitsunobu reaction natural products spiro β‐lactams total synthesis |
| 本文献已被 PubMed 等数据库收录！ |
