CREATING OXAZOLE COMPOUNDS USING SUZUKI COUPLING AND BORONIC ESTERS AND CREATING 1,3 CARBONYL COMPOUNDS FROM SULFOXIDES
Justin Waters, William Maio.
New Mexico State University, Las Cruces, NM.
The field of organic chemistry is driven by the need to explore new ways to construct carbon-carbon bonds in an economically and selective way for use in natural products total synthesis. For example, the Maio laboratory has recently developed a method to generate tri-substituted oxazole-containing alkenes via a carbolumination/suzuki cross coupling strategy. Oxazoles are features of numerous natural products and are known to be biologically active. Several examples have been generated, showing the functional group tolerance of this novel reaction sequence. A second area of exploration involves the union of methyl (phenylsulfinyl) acetate with nitriles for the construction of 1,3- carbonyl compounds. These moieties are common in natural products.