86047-14-5Relevant articles and documents
Oxidative Cyclization of Kynuramine and Ynones Enabling Collective Syntheses of Pyridoacridine Alkaloids
Jiang, Dongfang,Wang, Shaozhong
, p. 15532 - 15543 (2021/11/01)
A cerium(III)-catalyzed oxidative cyclization of kynuramine and ynones has been reported as a key reaction in the total synthesis of marine pentacyclic pyridoacridine alkaloids featuring different ring connectivity patterns. The formation of tricyclic benzonaphthyridine rings was identified in the oxidative process. By combining with an intramolecular acylation and the chemoselective late-stage functionalization of pyridine rings, different approaches with 4-10 steps have been designed to accomplish the synthesis of alkaloids demethyldeoxyamphimedine (1), amphimedine (2), meridine (3), isocystodamine (4), N-methylisocystodamine (5), N-hydroxymethylisocystodamine (6), 9-hydroxyisoacididemin (7), neolabuanine A (8), and ecionine A (9).
Total synthesis of amphimedine
Nakahara, Shinsuke,Tanaka, Yoshihiro,Kubo, Akinori
, p. 2113 - 2123 (2007/10/03)
The cytotoxic fused pentacyclic aromatic alkaloid, amphimedine (2) from a Pacific sponge, was synthesized employing hetero Diels-Alder reactions.
SYNTHESIS OF AMPHIMEDINE, A NEW FUSED AROMATIC ALKALOID FROM A PACIFIC SPONGE, Amphimedon sp.
Kubo, Akinori,Nakahara, Shinsuke
, p. 2095 - 2098 (2007/10/02)
Synthesis of the cytotoxic fused pentacyclic aromatic alkaloid, amphimedine 1, is described.
