403641-40-7Relevant academic research and scientific papers
Efficient Cu-catalyzed asymmetric conjugate additions of alkylzincs to trisubstituted cyclic enones
Degrado, Sylvia J.,Mizutani, Hirotake,Hoveyda, Amir H.
, p. 13362 - 13363 (2007/10/03)
The first examples of efficient catalytic asymmetric conjugate addition (ACA) of alkylzincs to trisubstituted cyclic enones is disclosed. These Cu-catalyzed reactions proceed efficiently with five- and seven-membered ring substrates to afford the desired products in ≥95% ee. Intermediate enolates can be trapped with alkyl halides to generate a quaternary stereogenic center. The requisite chiral ligand is prepared from commercially available materials and can be used in situ without further purification in the presence of commercial grade (CuOTf)2·PhMe. Copyright
Cu-catalyzed asymmetric conjugate additions of alkylzinc reagents to acyclic aliphatic enones
Mizutani, Hirotake,Degrado, Sylvia J.,Hoveyda, Amir H.
, p. 779 - 781 (2007/10/03)
Cu-catalyzed enantioselective conjugate additions to acyclic aliphatic enones are reported. The resulting enolates may be functionalized intra- and intermolecularly, leading to the formation of an additional C-C bond. The utility of the present method is not limited to reactions involving Et2Zn; a variety of alkylzincs may be used. Moreover, many of the requisite substrates can be easily accessed through catalytic olefin cross metathesis. Copyright
