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Communication | Regular issue | Vol 16, No. 8, 1981, pp.1275-1279
Published online, 1st January, 1970
DOI: 10.3987/R-1981-08-1275
Alkaloids of Michelia fuscata Blume: The Structure and Synthesis of Magnolamine

Hitoshi Tanaka, Ayako Harada, Kazuhiko Ichino, and Kazuo Ito*

*Faculty of Pharmacy, Meijo University, 150 Yagotoyama, Tenpaku, Nagoya 468-8503, Japan

Abstract

The cleavage reaction of triethylmagnolamine (3) by sodium-liquid ammonia determined the location of phenolic functions in magnolamine (2). Furthermore, the synthesis of magnolamine was carried out by the Ullmann reaction of two optically active compounds (10) and (12). The synthetic product was completely identical with natural magnolamine by comparison of various spectra and t.l.c. behavior. Thus, it was clarified that the structure of magnolamine is indicated by the formula (2).