Synthesis of functionalized tri- and tetrasubstituted vinylic tellurides from enolphosphates through vinylic substitution by lithium butyltellurolate

Vinylic Tellurides: From Preparation to Their Applicability in Organic Synthesis

“…In an extension of their previous studies, Comasseto and co-workers disclosed, in 1999, a new approach for vinylic substitution by lithium butyltellurolate. This approach consists of the reaction of enol phosphates 64 instead of vinyl halides . The advantages of this method are the easy availability of β-dicarbonyl compounds, which are the precursors for the enol phosphates, and the possibility to obtain a single isomer of vinylic telluride starting from a mixture of E and Z isomers of the enol phosphate (Scheme ).…”

Reactive organometallics from organotellurides: application in organic synthesis

“…17 An addition-elimination mechanism was proposed for this transformation. The strong oxygen-tellurium through space interaction should be responsible for the high stereoselectivity observed.…”

“…The strong oxygen-tellurium through space interaction should be responsible for the high stereoselectivity observed. 17 The methods to introduce tellurium into organic substrates commented above are the most general and synthetically useful, although many others are described in the literature.…”

β-Telluroacroleins and tellurovinyl ketones: synthesis, reactions and structures

“…Enol phosphates 12 were also used as starting compounds in the synthesis of b-substituted tellurovinylcarbonyl compounds. 24 Their reactions with lithium butanetellurolate prepared from butyllithium and tellurium powder in THF result in b-butyltellurovinyl methyl ketones 9a,f,g.…”