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Über die Oxydation des O‐Methylbulbocapnins mit Jod
Author(s) -
Gerecke Max,
Borer René,
Brossi Arnold
Publication year - 1975
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.19750580124
Subject(s) - chemistry , dimer , ether , sulfuric acid , medicinal chemistry , diastereomer , stereochemistry , zinc , organic chemistry
The oxidation product obtained by treatment of bulbocapnine methyl ether ( 2a ) with iodine in ethanol/water is not the tetradehydroaporphinium salt 4 as assigned by Gadamer & Kuntze , but a dimer of structure 3 . Reduction of 3 with zinc in dilute sulfuric acid gives rac ‐bulbocapnine methyl ether, whereas reduction with complex hydrides affords the diastereomeric dimers 7a and 7b .
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