
Tetrahedron Letters p. 917 - 920 (1985)
Update date:2022-09-26
Topics:
Hanaoka, Miyoji
Iwasaki, Masashi
Mukai, Chisato
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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