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

Gerecke Max | Zendy; Borer René | Zendy; Brossi Arnold | Zendy

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

Author(s) -

Gerecke Max,

Borer René,

Brossi Arnold

Publication year - 1976

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19760590731

Subject(s) - chemistry , ether , ether cleavage , stereochemistry , derivative (finance) , diol , organic chemistry , medicinal chemistry , financial economics , economics

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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