A novel method for the synthesis of 5,6-dihydro-4H-oxocin-4-ones: 6-endo-dig versus 8-endo-dig cyclizations
2003; Elsevier BV; Volume: 44; Issue: 43 Linguagem: Inglês
10.1016/j.tetlet.2003.08.104
ISSN1873-3581
AutoresN. Rosas, Pankaj Sharma, C. Alvarez, Elizabeth Gómez, Y. Gutierrez, María Virginia Méndez, Rubén A. Toscano, Lorena Maldonado,
Tópico(s)Cyclopropane Reaction Mechanisms
ResumoThe condensation of substituted α-keto alkynes with p-nitrobenzaldehyde in the presence of lithium diisopropylamide (LDA) affords highly substituted 5,6-dihydro-4H-oxocin-4-ones in good yields. Surprisingly, no six-membered carbocycles were formed in this 8-endo-dig cyclization to the oxocinone system.
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