Jump to main content
Jump to site search

Issue 16, 2000
Previous Article Next Article

Pyrrolidinones derived from (S )-pyroglutamic acid. Part 1. Conformationally constrained glutamate

Author affiliations

Abstract

Novel conformationally constrained pyroglutaminols and pyroglutamates are readily available using an α,β-unsaturated bicyclic lactam as a template for diastereocontrolled enolate additions in the key step; zinc enolates are particularly effective in this regard. The bicyclic ring system both controls and permits the determination of ring stereochemistry. The utility of this methodology is demonstrated by a formal total synthesis of the NMDA receptor agonist, CPAA 11.

Back to tab navigation

Publication details

The article was received on 13 Mar 2000, accepted on 02 Jun 2000 and first published on 21 Jul 2000


Article type: Paper
DOI: 10.1039/B001999M
J. Chem. Soc., Perkin Trans. 1, 2000, 2783-2792

  •   Request permissions

    Pyrrolidinones derived from (S )-pyroglutamic acid. Part 1. Conformationally constrained glutamate

    J. H. Bailey, D. T. Cherry, J. Dyer, M. G. Moloney, M. J. Bamford, S. Keeling and R. B. Lamont, J. Chem. Soc., Perkin Trans. 1, 2000, 2783
    DOI: 10.1039/B001999M

Search articles by author

Spotlight

Advertisements