Kathlyn A. Parker

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Name: Parker, Kathlyn
Organization: Stony Brook University , USA
Department: Department of Chemistry
Title: Professor(PhD)
Co-reporter:Christopher W. am Ende ; Zhou Zhou
Journal of the American Chemical Society 2012 Volume 135(Issue 2) pp:582-585
Publication Date(Web):December 26, 2012
DOI:10.1021/ja3108577
The synthesis of the novel squalene synthase inhibitor, bisabosqual A, was completed in 14 steps (longest linear sequence) from commercially available starting materials. The doubly convergent route employs a tandem 5-exo, 6-exo radical cyclization as the key step. This reaction assembles the fully functionalized tetracyclic core and introduces three stereogenic centers. Other effective transformations are the regioselective deoxygenation of an advanced enone intermediate and the chemo- and diastereoselective addition of trimethylaluminum to a ketone in the presence of esters.