A highly stereoselective synthesis of (±)-dihydrofumariline-1

DOI: 10.1016/S0040-4039(00)61964-0

Source and publish data:

Tetrahedron Letters p. 917 - 920 (1985)

Update date:2022-09-26

Topics:

Authors:

Hanaoka, Miyoji

Iwasaki, Masashi

Mukai, Chisato

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Article abstract of DOI:10.1016/S0040-4039(00)61964-0

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).

Full text of DOI:10.1016/S0040-4039(00)61964-0

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