Totally diastereoselective addition of aryl Grignard reagents to the nitrone-based chiral glycine equivalent MiPNO.

The reaction of the chiral nitrone MiPNO (2-isopropyl-2,3-dimethyl-1-oxy-2,3-dihydro-imidazol-4-one) with Grignard reagents is totally diastereoselective. Using simple and functionalized arylmagnesium reagents, enantiopure hydroxylamines were obtained in fair to good yields, which in turn could be easily transformed into new chiral keto nitrones. The prepn. of enantiopure L-phenylglycine derivs. is also described. [on SciFinder(R)]

Références

Titre
Totally diastereoselective addition of aryl Grignard reagents to the nitrone-based chiral glycine equivalent MiPNO.
Type de publication
Article de revue
Année de publication
2011
Revue
Tetrahedron: Asymmetry
Volume
22
Pagination
1274–1281
ISSN
0957-4166
Soumis le 12 avril 2018