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Derivatization of the C12-C13 functional groups of epothilones A, B and C.

Abstract：

:Epothilone A reacted with hydrohalic acids to C12-C13 halohydrin regioisomers (ratios: 2:1-4:1), whereas epothilone B gave under the same conditions the isomerically pure C12 halo C13 hydroxy derivative. With non-nucleophilic Brønstedt acids and with Lewis acids a highly solvent dependent product distribution and some unexpected rearrangement products were observed. Epothilone C bearing a double bond between C12 and C13 was regioselectively dihydroxylated or hydrogenated at that position.

journal_name

Bioorg Med Chem Lett

journal_title

Bioorganic & medicinal chemistry letters

authors

Sefkow M,Kiffe M,Höfle G

doi

10.1016/S0960-894X(98)00546-0

subject

Has Abstract

pub_date

1998-11-03 00:00:00

pages

3031-6

issue

21

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(98)00546-0

journal_volume

8

pub_type

杂志文章

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