Y. Kitahara et al., SYNTHETIC STUDIES ON PENTACYCLIC AROMATIC ALKALOIDS, KUANONIAMINE-A, 11-HYDROXYASCIDIDEMIN, AND NEOCALLIACTINE ACETATE, Tetrahedron, 53(50), 1997, pp. 17029-17038
A pentacyclic aromatic alkaloid, kuanoniamine A (6) was synthesized in
three steps from 6-methoxybenzothiazole-4,7-dione (8) and 2-aminoacet
ophenone (9). 11-Hydroxyascididemin (4) was prepared from 5,8-quinolin
edione (13, 14) or 1,4-acridinedione (20). The structure of neocalliac
tine acetate, a derivative of calliactine, was determined to be 5 by t
otal synthesis from 6-methoxy-5,8-quinolinedione (28) and 2-amino-5-me
thoxyacetophenone (29). (C) 1997 Elsevier Science Ltd.