Peer-Reviewed Journal Details
Mandatory Fields
Ibrahim AA;Wei PH;Harzmann GD;Kerrigan NJ;
2010
November
Journal of Organic Chemistry
Josiphos-catalyzed asymmetric homodimerization of ketoketenes.
Published
31 ()
Optional Fields
75
22
In this paper the development of a chiral phosphine-catalyzed homodimerization of ketoketenes that provides access to a variety of highly substituted ketoketene dimer β-lactones (11 examples) is reported. The Josiphos catalytic system displays good to excellent enantioselectivity (up to 96% ee). Ring-opening reactions of the enantioenriched ketoketene dimers were also carried out to access 1,3-diketones, enol esters, and β-hydroxyketones with good diastereoselectivity.
1520-6904
10.1021/jo101867m
Grant Details