Synthesis of Dihydrooxepin Models Related to the Antitumor Antibiotic MPC1001

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• 作者：Jianbiao Peng ; Derrick L. J. Clive
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：July 19, 2007
• 年：2007
• 卷：9
• 期：15
• 页码：2939 - 2941
• 全文大小：81K
• 年卷期：v.9,no.15(July 19, 2007)
• ISSN：1523-7052

文摘

4-Hydroxy-L-proline was converted into the tetrahydrooxepino[4,3-b]pyrrole ring system characteristic of the potent antitumor agent MPC1001.Key steps were regioselective formation of a vinylogous amide by use of Bredereck's reagent and acid-induced cyclization of an alcohol ontothe carbon-carbon double bond of that amide by addition-elimination to generate the seven-membered oxacyclic subunit.