Department of Chemistry, University of Michigan, 930 N. University Avenue, Ann Arbor, Michigan 48109-1055, USA.
Org Lett. 2010 May 21;12(10):2322-5. doi: 10.1021/ol1006828.
Palladium-catalyzed carboamination reactions between aryl bromides and 4-(but-3-enyl)-substituted oxazolidin-2-ones are described. These transformations afford bicyclic oxazolidin-2-one derivatives that can be converted to trans-2,5-disubstituted pyrrolidines in one step. The starting materials are easily prepared from amino acid precursors, and products that contain up to three stereocenters are generated with >20:1 dr.
钯催化的芳基溴化物和 4-(丁-3-烯基)-取代恶唑烷-2-酮之间的碳氨化反应被描述。这些转化提供了双环恶唑烷-2-酮衍生物,可以一步转化为反式-2,5-二取代吡咯烷。起始原料可容易地从氨基酸前体制备,并且生成的产物含有多达三个手性中心,dr 值大于 20:1。