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Chemoselective reduction of β-butyltellanyl α,β-unsaturated carbonyl compounds to allylic alcohols
Authors:Alcindo A. Dos Santos,Priscila Castelani,Bruno K. Bassora,José   C. Fogo Junior,Carlos E. Costa,Joã  o V. Comasseto
Affiliation:Instituto de Química, Av. Prof. Lineu Prestes, 748-CEP 05508-900, São Paulo-SP, Brazil
Abstract:(Z)-β-Butyltellanyl α,β-unsaturated carbonyl compounds were stereoselectively produced by hydrotelluration of alkynones or by an addition/elimination sequence from enol tosylates. The β-butyltellanyl-enones were chemoselectively reduced with NaBH4/MeOH, NaBH4·CeCl3·7H2O/MeOH and DIBAL-H systems to the corresponding allylic alcohols with retention of the Z stereochemistry.
Keywords:Vinylic tellurides   Chemoselective reduction   Enones and allylic alcohols
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