Silylene transfer to alpha-keto esters and application to the synthesis of gamma-lactones.
Disubstituted alpha-hydroxy acids have been synthesized by metal-catalyzed silylene transfer to alpha-keto esters. A range of substituents are tolerated in the transformation with the exception of branched groups at the vinylic position. The alpha-hydroxy acid products can be converted into gamma-lactones using a variety of lactonization conditions.
Howard
Brett E
BE
Department of Chemistry, University of California, Irvine, California 92697-2025.
Woerpel
K A
KA