Basidiomycete sesquiterpenes: the silica gel induced degradation of velutinal derivatives

Derivatives of the pentacyclic sesquiterpene velutinal, occurring as fatty acid esters in Lactarius species and in other Basidiomycetes, form a number of previously isolated furanoid sesquiterpenes when degraded by silica gel. On the basis of the structure of isolated intermediates and products, a m...

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Bibliographic Details
Published in:Journal of organic chemistry 1985-04, Vol.50 (7), p.950-953
Main Authors: Sterner, Olov, Bergman, Rolf, Kihlberg, Jan, Oluwadiya, James, Wickberg, Boerje, Vidari, Giovanni, De Bernardi, Maria, De Marchi, Federica, Fronza, Giovanni, Finzi, Paola Vita
Format: Article
Language:English
Subjects:
Alicyclic compounds, terpenoids, prostaglandins, steroids
Chemistry
Exact sciences and technology
Lactarius
Organic chemistry
Preparations and properties
Terpenoids
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Summary:Derivatives of the pentacyclic sesquiterpene velutinal, occurring as fatty acid esters in Lactarius species and in other Basidiomycetes, form a number of previously isolated furanoid sesquiterpenes when degraded by silica gel. On the basis of the structure of isolated intermediates and products, a mechanism for the degradation is proposed.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo00207a008