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Issue 16, 2000
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Pyrrolidinones derived from (S )-pyroglutamic acid. Part 2.1 Conformationally constrained kainoid analogues

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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 substituents on the heterocyclic ring.

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Article information


Submitted
13 Mar 2000
Accepted
02 Jun 2000
First published
21 Jul 2000

J. Chem. Soc., Perkin Trans. 1, 2000, 2793-2804
Article type
Paper

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

J. Dyer, A. King, S. Keeling and M. G. Moloney, J. Chem. Soc., Perkin Trans. 1, 2000, 2793
DOI: 10.1039/B002001J

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