Fast Pd- and Pd/Cu-Catalyzed Direct C-H Arylation of Cyclic Nitrones. Application to the Synthesis of Enantiopure Quaternary α-Amino Esters.

Cocatalysis by pivalic acid or copper bromide allows a very fast, clean, and high-yielding palladium-catalyzed coupling of a large array of aryl, thienyl, and pyridyl halides with cyclic nitrones, including DMPO. The study of the reaction conditions, scope, and mechanism is presented. Applied to the chiral nitrone MiPNO (I), this transformation provides a straightforward access to enantiopure alpha-methyl-alpha-arylglycine esters.

Références

Titre
Fast Pd- and Pd/Cu-Catalyzed Direct C-H Arylation of Cyclic Nitrones. Application to the Synthesis of Enantiopure Quaternary α-Amino Esters.
Type de publication
Article de revue
Année de publication
2012
Revue
J. Org. Chem.
Volume
77
Pagination
7901–7912
ISSN
0022-3263
Soumis le 12 avril 2018