Synthesis of a monocyclic core of the antifungal sordarins

An enantiospecific synthesis of a monocyclic core of the antifungal sordarins and sordaricins has been achieved. This synthesis is based on the conversion of (+)-3,9-dibromocamphor into a 1,1,2,2,5-pentasubstituted cyclopentane bearing all the key functionalities present in these antifungals. An ena...

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Bibliographic Details
Published inTetrahedron letters Vol. 39; no. 46; pp. 8553 - 8556
Main Authors Cuevas, Juan C, Martos, JoséL
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 12.11.1998
Elsevier
Subjects
antifungals
Chemistry
Chemistry, Organic
cyclopentanes
enantiospecificity
Physical Sciences
Science & Technology
enantiospecificity
cyclopentanes
antifungals
CAMPHOR
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Summary:An enantiospecific synthesis of a monocyclic core of the antifungal sordarins and sordaricins has been achieved. This synthesis is based on the conversion of (+)-3,9-dibromocamphor into a 1,1,2,2,5-pentasubstituted cyclopentane bearing all the key functionalities present in these antifungals. An enantiospecific synthesis of this chiral model starting from (+)-3,9-dibromocamphor is reported.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(98)01910-8