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Syntheseversuche in der Griseofulvinreihe. 3. Mitteilung. Eine neue Ringöffnung bei Dehydrogriseofulvin
Author(s) -
Kyburz E.,
Würsch J.,
Brossi A.
Publication year - 1962
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.19620450311
Subject(s) - chemistry , ring (chemistry) , griseofulvin , stereochemistry , methanol , medicinal chemistry , organic chemistry , medicine , pathology
(−)‐Dehydrogriseofulvin (I) is converted to the diphenylether derivatives IV or VIII, respectively, by action of a base or an acid. The mechanism of the basic ring opening reaction has been established by use of 14 C labelled methanol. In the case of the epimerisation of griseofulvin (II) under the influence of methylate, however, it is shown that a more complicated mechanism is involved.
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