Formation of Quaternary Chiral Centers by N-Heterocyclic Carbene-Cu-Catalyzed Asymmetric Conjugate Addition Reactions with Grignard Reagents on Trisubstituted Cyclic Enones.

The copper-catalyzed conjugate addn. of Grignard reagents to 3-substituted cyclic enones allows the formation of all-carbon chiral quaternary centers. It is demonstrated in this article that N-heterocyclic carbenes act as efficient chiral ligands for this transformation. High enantioselectivities (up to 96 {%} ee) could be obtained for a variety of substrates. [on SciFinder(R)]

Références

Titre
Formation of Quaternary Chiral Centers by N-Heterocyclic Carbene-Cu-Catalyzed Asymmetric Conjugate Addition Reactions with Grignard Reagents on Trisubstituted Cyclic Enones.
Type de publication
Article de revue
Année de publication
2010
Revue
Chem. - A Eur. J.
Volume
16
Pagination
9890–9904, S9890/1–S9890/104
ISSN
0947-6539
Soumis le 21 janvier 2019