Endo Kohei, Yakeishi Sayuri, Takayama Ryotaro, Shibata Takanori
Department of Chemistry, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma, Kanazawa, Ishikawa, 920-1192 (Japan); PRESTO (Japan) Science and Technology Agency (JST), 4-1-8 Honcho, Kawaguchi, Saitama, 332-0012 (Japan).
Chemistry. 2014 Jul 14;20(29):8893-7. doi: 10.1002/chem.201403446. Epub 2014 Jun 17.
A highly chemo-, enantio-, and regioselective synthesis of furanones bearing an α,α-disubstituted quaternary stereogenic center is reported. The Cu-catalyzed enantioselective conjugate addition of organoaluminum reagents to unsaturated ketoesters at room temperature and subsequent lactonization took place. Synthetic transformations of furanones represent facile approaches to various cyclic or acyclic compounds bearing a quaternary stereogenic center.