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Titolo:
Pyrrolidinones derived from (S)-pyroglutamic acid. Part 1. Conformationally constrained glutamate
Autore:
Bailey, JH; Cherry, DT; Dyer, J; Moloney, MG; Bamford, MJ; Keeling, S; Lamont, RB;
Indirizzi:
Univ Oxford, Dyson Perrins Lab, Dept Chem, Oxford OX1 3QY, England Univ Oxford Oxford England OX1 3QY b, Dept Chem, Oxford OX1 3QY, England Glaxo Wellcome Res & Dev Ltd, Med Res Ctr, Stevenage SG1 2NY, Herts, England Glaxo Wellcome Res & Dev Ltd Stevenage Herts England SG1 2NY rts, England
Titolo Testata:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
fascicolo: 16, , anno: 2000,
pagine: 2783 - 2792
SICI:
1470-4358(2000):16<2783:PDF(AP>2.0.ZU;2-5
Fonte:
ISI
Lingua:
ENG
Soggetto:
CHIRAL BICYCLIC LACTAMS; ALPHA,BETA-UNSATURATED GAMMA-LACTAMS; CONJUGATE ADDITION-REACTIONS; BACILLUS-PUMILUS AI-77; S-PYROGLUTAMIC ACID; ALPHA-AMINO-ACIDS; STEREOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; FUNCTIONALIZED PYRROLIDINONES; DIASTEREOSELECTIVE SYNTHESIS;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
84
Recensione:
Indirizzi per estratti:
Indirizzo: Moloney, MG Univ Oxford, Dyson Perrins Lab, Dept Chem, S Parks Rd, Oxford OX1 3QY, England Univ Oxford S Parks Rd Oxford England OX1 3QY X1 3QY, England
Citazione:
J.H. Bailey et al., "Pyrrolidinones derived from (S)-pyroglutamic acid. Part 1. Conformationally constrained glutamate", J CHEM S P1, (16), 2000, pp. 2783-2792

Abstract

Novel conformationally constrained pyroglutaminols and pyroglutamates are readily available using an alpha,beta-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 bothcontrols 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.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 01/04/20 alle ore 20:54:45