N-ACYLIMIDAZOLIDIN-2-ONES - NEW CHIRAL AUXILIARIES FOR CARBOXYLIC-ACID ALKYLATION

Authors
KONIGSBERGER K PRASAD K REPIC O BLACKLOCK TJ
Citation
K. Konigsberger et al., N-ACYLIMIDAZOLIDIN-2-ONES - NEW CHIRAL AUXILIARIES FOR CARBOXYLIC-ACID ALKYLATION, Tetrahedron : asymmetry, 8(14), 1997, pp. 2347-2354
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
8
Issue
14
Year of publication
1997
Pages
2347 - 2354
Database
ISI
SICI code
0957-4166(1997)8:14<2347:N-NCAF>2.0.ZU;2-X
Abstract
Chiral N-acylated imidazolidin-2-ones, readily available from aminoeth anols in three steps through the nucleophilic opening of oxazoline int ermediates, have been demonstrated to undergo highly diastereoselectiv e benzylations and methylations via their sodium enolates. In most cas es, the resulting products are highly crystalline, and the chiral auxi liaries can be readily recycled. (C) 1997 Elsevier Science Ltd.