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Iridoids: An efficient conversion of (−)-catalpol into (−)-specionin

✍ Scribed by E. Van der Eycken; A. Janssens; M. Vandewalle

Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
131 KB
Volume
28
Category
Article
ISSN
0040-4039

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✦ Synopsis

A partial synthesis of the antifeedant (-)-specionin (8) starting from the readily available (-)-catalpol (1) is described.

It also allows the formation of analogs of S via specific transformations on intermediates 3 or 5 for screening of antifeedant properties.

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Photolysis of an alkylmercuric halide in the presence of diphenyldiselenide yields the corresponding alkylphenylselenium intermediate, which can be converted into an olefin on treatment with sodium periodate.