ENANTIOSELECTIVE ADDITION OF GRIGNARD-REAGENTS TO A 2-THIAZOLYL NITRONE

Authors
MERCHAN FL MERINO P ROJO I TEJERO T DONDONI A
Citation
Fl. Merchan et al., ENANTIOSELECTIVE ADDITION OF GRIGNARD-REAGENTS TO A 2-THIAZOLYL NITRONE, Tetrahedron : asymmetry, 7(3), 1996, pp. 667-670
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
7
Issue
3
Year of publication
1996
Pages
667 - 670
Database
ISI
SICI code
0957-4166(1996)7:3<667:EAOGTA>2.0.ZU;2-3
Abstract
The addition of organomagnesium compounds to the N-benzyl 2-thiazolyl nitrone 1 in the presence of various chiral additives and Lewis acids leads to hydroxylamines 2 in moderate to good enantiomeric excess (up to 74%); the reductive dehydroxylation of these compounds affords enan tioenriched alpha-amino 2-alkylthiazoles 3 in good yields (76-66%). (C ) 1996 Elsevier Science Ltd