A heterodinuclear asymmetric catalyst for conjugate additions of alpha-hydroxyketones to beta-substituted nitroalkenes.
[Structure: see text] The bis-ProPhenol ligand was designed to facilitate formation of hetereodinuclear complexes based upon the large difference in pKa of the one phenolic OH group to the tertiary OH groups. In exploring the first example of hydroxyacetophenones as donors in asymmetric Michael reactions with nitroalkene acceptors, the best stereocontrol was observed with a zinc/magnesium dinuclear complex where enantiomeric excesses ranged up to 92% for the major anti diastereomer.
Trost
Barry M
BM
Department of Chemistry. Stanford University, Stanford, California 94305-5080, USA. bmtrost@stanford.edu
Hisaindee
Soleiman
S