Back to Search
Start Over
Pyrrolidinones derived from (S)-pyroglutamic acid: penmacric acid and analogues.
- Source :
-
Organic & biomolecular chemistry [Org Biomol Chem] 2003 Jul 07; Vol. 1 (13), pp. 2364-76. - Publication Year :
- 2003
-
Abstract
- Alkylation reactions using alpha-halolactams or lactam enolates derived from bicyclic lactam templates can proceed with high endo- or exo- diastereoselectivity respectively. In the latter case, stereochemical correction by means of enolate generation and hindered phenol quench is possible with moderate efficiency. This protocol has been applied to the synthesis of protected penmacric acid and its analogues.
- Subjects :
- Alkylation
Chemistry, Organic methods
Glycine analogs & derivatives
Glycine chemistry
Imines chemistry
Models, Chemical
Molecular Structure
Pyrrolidonecarboxylic Acid analogs & derivatives
Reproducibility of Results
Stereoisomerism
Amino Acids chemical synthesis
Pyrrolidinones chemical synthesis
Pyrrolidonecarboxylic Acid chemical synthesis
Subjects
Details
- Language :
- English
- ISSN :
- 1477-0520
- Volume :
- 1
- Issue :
- 13
- Database :
- MEDLINE
- Journal :
- Organic & biomolecular chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 12945710
- Full Text :
- https://doi.org/10.1039/b303924b