Study on the synthetic reactions of vinylic tellurides via hydrozirconation

Abstract

Hydrozirconation of acetylenic tellurides was found to proceed stereoselectively in cis fashion with high regioselectivity affording 1,1-bimetalloalkenes of tellurium and zirconium at neutral and mild condition. There is no requirement of reflux and long reaction time. The intermediates were converted to ketene organyltelluroacetals after treatment with organyltellurenyl iodides. It is a transmetallation reaction zirconium to tellurium. The intermediates were cleaved with essentially complete retention of configuration by organyltellurenyl iodides to give ketene organyltelluroacetals, which were difficult to prepare by other means. 1,1-Bimetalloalkenes(tin and tellurium) were also regioselectively and stereoselectively prepared by hydrozirconation of acetylenic stannanes and then transmetallation via phenyl tellurenyl iodide. It``s experimental theory is equal to ketene organyltelluroacetals. The transmetallation of a-trialkylstannylvinylic selenides can be presented as it``s synthetic application. One equivalent of n-BuLi displaced a trialkylstannyl group selectively to generate lithiated vinyl selenides which were reacted with electrophiles to afford (E)-internal selenides.