Copper-Catalyzed Asymmetric Conjugate Addition of Grignard Reagents to Trisubstituted Enones. Construction of All-Carbon Quaternary Chiral Centers.

The copper-catalyzed asym. conjugate addn. of Grignard reagents to trisubstituted cyclic enones in the presence of chiral imidazolium tetrafluoroborates affords enantioenriched all-carbon quaternary centers with up to 96{%} ee. The chiral ligand is a diaminocarbene, directly generated in situ. The combination of Grignard reagent and diaminocarbene is unprecedented in conjugate addn., and used for addn. of phenylmagnesium bromide, which cannot be done by other conjugate addn. methods. [on SciFinder(R)]

Références

Titre
Copper-Catalyzed Asymmetric Conjugate Addition of Grignard Reagents to Trisubstituted Enones. Construction of All-Carbon Quaternary Chiral Centers.
Type de publication
Article de revue
Année de publication
2006
Revue
J. Am. Chem. Soc.
Volume
128
Pagination
8416–8417
ISSN
0002-7863
Soumis le 21 janvier 2019