A Stereoselective Synthesis of the Macrolide Core of Migrastatin1

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9

作者:

KV Mahendar

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摘要:

A concise and efficient synthesis of the macrolide core of migrastatin, an antimetastatic agent, is reported. In this synthetic protocol, the key intermediate (4R,5S,6S)-6-methoxy-5-(4-meth-oxybenzyloxy)-2,4-dimethylocta-2,7-dien-l-ol is obtained after diastereoselective aldol condensation, Lewis acid mediated diaste-reoselective addition, and an exclusive Z-olefination sequence have been employed. Yamaguchi ester iflcation of the key intermediate, followed by ring-closing metathesis produced the desired macrolide in high selectivity and good yield.

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年份:

2008

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