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Selectivity on the reaction of vinylic tellurides with butyllithium in the presence of carbonyl compounds

✍ Scribed by Miguel J. Dabdoub; Raquel G. Jacob; JoséT.B. Ferreira; Vânia B. Dabdoub; Francisco de A. Marques

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
199 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

The treatment of isomeric vinylic tellurides 5-7with butyllithium in THF at -78 °C in the presence of a carbonyl compound such as benzaldehyde or cyclohexanone was studied High selectivity of the attack at the tellurium atom was observed. In most cases, the corresponding allylic alcohol was obtained as the only (or major) product instead of the alcohols derived by the 1,2 addition of BuLl at the carbonyl compound Similar results were obtained using the ketenetelluroaceta114 instead of the vinylic monotellurides.

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