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Selective Ether Cleavage in the Aporphine Series. Conversion of (S)-Bulbocapnine into (S)-Corytuberine and (S)-Corydine Methyl Ether

✍ Scribed by Max Gerecke; René Borer; Arnold Brossi

Book ID: 102857801
Publisher: John Wiley and Sons
Year: 1976
Tongue: German
Weight: 534 KB
Volume: 59
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19760590731

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✦ Synopsis

Abstract

Bulbocapnine methyl ether (2), on treatment with boron halides, affords the aporphine‐1,2‐diol (3), the novel aporphines 5 and 6 or the phenanthrene derivative 11 depending on the reaction conditions. 3 can be further transformed into corydine methyl ether (4); 6 has been converted to corytuberine (8). Similarly, dehydrobulbocapnine methyl ether 9 was converted to 10.

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