Pyrrolidinones derived from (S)-pyroglutamic acid. Part 2. 1 Conformationally constrained kainoid analogues

J Dyer, A King, S Keeling, MG Moloney

Index: Dyer, James; King, Amanda; Keeling, Steve; Moloney, Mark G. Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 16 p. 2793 - 2804

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Abstract

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 ...