Abstract
| - The olefin metathesis approach to epothilone A (1) andseveral analogues (39−41,42−44, 51−57,58−60, 64−65, and67−69) is described. Key building blocks6−8 were constructed in optically active formand werecoupled and elaborated to olefin metathesis precursor 4 viaan aldol reaction and an esterification coupling.Olefinmetathesis of compound 4, under the catalytic influence ofRuCl2(CHPh)(PCy3)2,furnished cis- and trans-cyclicolefins 3 and 48. Epoxidation of49 gave epothilone A (1) and several analogues,whereas epoxidation of 50 resultedin additional epothilones. Similar elaboration of isomeric as wellas simpler intermediates resulted in yet anotherseries of epothilone analogues and model systems.
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