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A highly stereoselective synthesis of (±)-dihydrofumariline-1
Authors:Miyoji Hanaoka  Masashi Iwasaki  Chisato Mukai
Institution:Faculty of Pharmaceutical Sciences, Kanazawa University Takara-machi, Kanazawa 920, Japan
Abstract:Stereoselective sodium borohydride reduction of the 8,14-cycloberbine (9) derived from the protoberberine (7), followed by reductive cleavage of C8-N bond of the resulting 13-hydroxy-8, 14-cycloberbine (10) with sodium cyanoborohydride afforded the spirobenzylisoquinoline (12), N-methylation of which via the oxazolidine (13) provided (±)-dihydrofumariline-l (1).
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