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ChemInform Abstract: Chiral Synthesis of the C3-13 Segment of Epothilone A.

โœ Scribed by Z.-Y. LIU; C.-Z. YU; J.-D. YANG

Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
29
Category
Article
ISSN
0931-7597

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โœฆ Synopsis

Chiral Synthesis of the C 3-13 Segment of Epothilone A.

-Epothilones represent a new class of macrolides showing all the biological effects of taxol, but their structure is totally different. On route to an epothilone A synthesis, the preparation of the C 3 -C 13 segment (V) from inexpensive geraniol (I) is reported.

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Synthesis Studies Directed Towards Epothilone A: Enantioselective Synthesis of a C 7 -C 15 Carboxaldehyde Segment. -Based on the diastereoselective alkylation of Oppolzer's sultam (III) with the iodide (II), the desired (S)-product (IV) is prepared and readily transformed to the C7-C15 segment of e