Synthesis of N-acyl-5-aminopenta-2,4-dienals via base-induced ring-opening of N-acylated furfurylamines: scope and limitations.

作者: Cécile Ouairy , Patrick Michel , Bernard Delpech , David Crich , Christian Marazano

DOI: 10.1021/JO100634Z

关键词: Carbonyl groupIsomerizationMoietyScope (project management)DeprotonationRing (chemistry)StereochemistryBase (chemistry)FuranChemistry

摘要: N-Acylation of furfurylamines provided 1, which on double deprotonation with LDA led to the formation N-acyl-5-aminopenta-2,4-dienals 2 via an isomerization involving opening furan ring. The scope and limitations procedure were examined by considering influence substituents carbonyl group also heterocycle moiety. efficacy reaction was shown be very dependent nature these groups.

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