Construction of five-membered rings by Michael addition-radical cyclization

DLJ Clive, TLB Boivin, AG Angoh

文献索引：Clive, Derrick L.J.; Boivin, Taryn L.B.; Angoh, A. Gaeetan Journal of Organic Chemistry, 1987 , vol. 52, # 22 p. 4943 - 4953

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被引用次数: 31

摘要

Enamines react with Michael acceptors 8-10 to produce ketones that, on treatment with lithium acetylides, afford hydroxy acetylenes 3. These compounds then undergo radical cyclization when treated with triphenyltin hydride and AIBN. The products 6 are formed by 5- exo-digonal closure and furnish substituted cyclopentanones by ozonolysis.