Pyrrolidinones derived from (S)-pyroglutamic acid. Part 2. Conformationally constrained kainoid analogues

Novel conformationally constrained glutamate analogues are readily available from (S)-pyroglutamic acid using a bicyclic lactam as a synthetic template; diastereocontrolled modification of the pyrrolidine ring using a sequential conjugate addition-substitution strategy permits access to several kain...

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Detalhes bibliográficos
Principais autores: Dyer, J, King, A, Keeling, S, Moloney, M
Formato: Journal article
Idioma:English
Publicado em: 2000
Descrição
Resumo:Novel conformationally constrained glutamate analogues are readily available from (S)-pyroglutamic acid using a bicyclic lactam as a synthetic template; diastereocontrolled modification of the pyrrolidine ring using a sequential conjugate addition-substitution strategy permits access to several kainoid analogues in a versatile strategy. The pyrrolidinone ring conformation appears to be controllable by the nature of remote substituents on the heterocyclic ring. © The Royal Society of Chemistry 2000.