Synthesis of the C7-C17 segment of epothilones by a 10-membered ring closing metathesis reaction

The synthesis of the C7-C17 segment of epothilones employing a ring closing metathesis is described. Our approach utilizes the stereoselective methylation of the 10-membered lactone, generated by ring closing metathesis, for introducing the methyl group at C8 and provides an efficient access to stra...

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Bibliographic Details
Published inSynlett no. 10; pp. 1108 - 1111
Main Authors Gerlach, K, Quitschalle, M, Kalesse, M
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 01.10.1998
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ring closing metathesis reaction
OLEFIN METATHESIS
epothilones
(-)-EPOTHILONE-A
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Summary:The synthesis of the C7-C17 segment of epothilones employing a ring closing metathesis is described. Our approach utilizes the stereoselective methylation of the 10-membered lactone, generated by ring closing metathesis, for introducing the methyl group at C8 and provides an efficient access to strained epothilone derivatives, as well as to the C7-C17 segment of epothilones.
ISSN:0936-5214
DOI:10.1055/s-1998-1870