Chemical Transformation of Protoberberines. VIII. A Novel Synthesis of (±)-Fumaricine and a Formal Synthesis of (±)-Alpinigenine

Berberine (1) was transformed stereoselectively into either the trans- or cis-hydroxyspiro-benzylisoquinoline (9 or 10) via the 8, 14-cycloberbine (3). This method was applied to a first transformation of the protoberberine (22) into a spirobenzylisoquinoline alkaloid, (±)-fumaricine (6). Irradiatio...

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Veröffentlicht in:	Chemical & pharmaceutical bulletin 1985/06/25, Vol.33(6), pp.2273-2280
Hauptverfasser:	HANAOKA, MIYOJI, NAGAMI, KAZUYOSHI, HIRAI, YURIKO, SAKURAI, SHUNICHIRO, YASUDA, SHINGO
Format:	Artikel
Sprache:	eng
Schlagworte:	Chemistry ethyl chloroformate Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms Organic chemistry Preparations and properties
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