ORGN 213 |
| A Stille-type reaction that employs alkynes as pseudohalides provides access to the catalytic chemistry of palladium-carbon σ-bonds starting from π-systems. The synthesis of a variety of tri- and tetra-substituted olefins by addition of sp2- and sp-hybridized stannanes across mono- and diester alkynes was accomplished with absolute regioselectivity and high stereoselectivity. The reaction is proposed to proceed via a bimetallic mechanism where the Lewis-acidic Au(I) activates the alkyne toward oxidative addition across Pd(0).
|
|
Metal-Mediated Reactions and Synthesis
8:00 AM-12:00 PM, Monday, April 7, 2008 Morial Convention Center -- Rm. R06, Oral
Division of Organic Chemistry |
