Organocatalytic Stereoconvergent Synthesis of α-CF 3 Amides: Triketopiperazines and Their Heterocyclic Metamorphosis

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  • University of Birmingham


The highly enantioselective alkylation of α-CF3 enolates, generated from triketopiperazines, has been accomplished through use of a bifunctional thiourea organocatalyst to facilitate 1,4-addition to varied enone acceptors. On treatment with appropriate nitrogen nucleophiles, the chiral triketopiperazine products undergo a metamorphosis, to provide novel fused heterocyclic lactams such as extended pyrazolopyrimidines.


Original languageEnglish
Pages (from-to)8810-8813
JournalChemistry: A European Journal
Issue number37
Early online date12 Jun 2017
Publication statusE-pub ahead of print - 12 Jun 2017