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Communication | Regular issue | Vol 36, No. 5, 1993, pp.943-946
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6321
Total Synthesis of Kuanoniamine A, 11-Hydroxyascididemin, and Neocalliactine Acetate

Yoshiyasu Kitahara, Shinsuke Nakahara, Takanobu Yonezawa, Masanori Nagatsu, and Akinori Kubo*

*Meiji College of Pharmacy, 1-35-23 Nozawa, Setagaya-ku, Tokyo 154, Japan

Abstract

A pentacyclic aromatic alkaloid, kuanoniamine A (5) was synthesized from 6-methoxybenzothiazole-4,7-dione (7) and 2-aminoacetophenone (8). Similarly, 11-hydroxyascididemin (4) was prepared from 6-bromo-4-chloro-5,8-dimethoxyquinoline (12). The structure of neocalliactine acetate, a derivative of calliactine, was determined as 19 by total synthesis from 6-methoxy-5,8-quinolinedione (23) and 2-amino-5-methoxyacetophenone (24).