Synthesis of Enones and Cyclopropanes by the Reaction of Telluronium Ylides Generated from Bis(2-oxoalkyl)tellurium Dichlorides

Article abstract of DOI:10.1246/cl.1993.561

The reaction of bis(2-oxoalkyl)tellurium dichlorides (1) with a base gave either 1,4-dioxo-2-alkenes or 1,2,3-triacylcyclopropanes depending on the conditions employed.The reaction of 1 with LDA followed by the addition of an aldehyde led to the Wittig-type olefination to give E-α,β-unsaturated ketones in good yields.The cyclopropanes and 1,4-dioxo-2-alkenes could also be synthesized conveniently by a one-pot procedure from the corresponding ketones by the aid of TeCl4 and LDA.