850805-72-0Relevant academic research and scientific papers
Quaternary carbon stereogenic centers through copper-catalyzed enantioselective allylic substitutions with readily accessible aryl- or heteroaryllithium reagents and aluminum chlorides
Gao, Fang,Lee, Yunmi,Mandai, Kyoko,Hoveyda, Amir H.
supporting information; experimental part, p. 8370 - 8374 (2010/12/25)
The case of the notorious aryls is solved: The first efficient catalytic and enantioselective method for allylic substitutions that furnish quaternary carbon stereogenic centers by additions of aryl- or heteroarylmetals is reported (see scheme). Highly site- and enantioselective processes begin with readily available organolithium reagents.
Catalytic enantioselective synthesis of quaternary all-carbon stereogenic centers. Preparation of α,α′-disubstituted β,γ-unsaturated esters through Cu-catalyzed asymmetric allylic alkylations
Murphy, Kerry E.,Hoveyda, Amir H.
, p. 1255 - 1258 (2007/10/03)
(Chemical Equation Presented) Peptide-based chiral ligands, readily prepared from commercially available materials, are used to promote Cu-catalyzed asymmetric allylic alkylations of α,β-unsaturated esters bearing a γ-phosphate with various alkylzinc reagents. These transformations lead to the formation of α,α′-dialkyl-β,γ-unsaturated esters in high yields as well as high regio- (re) and enantloselectivities (ee).
