Pyrrolidinones derived from (S)-pyroglutamic acid: penmacric acid and analogues.

Autor: Anwar M; Department of Chemistry, Dyson Perrins Laboratory, The University of Oxford, South Parks Road, Oxford, OX1 3QY., Bailey JH, Dickinson LC, Edwards HJ, Goswami R, Moloney MG
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2003 Jul 07; Vol. 1 (13), pp. 2364-76.
DOI: 10.1039/b303924b
Abstrakt: 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.
Databáze: MEDLINE