Chemoselective reduction of β-butyltellanyl α,β-unsaturated carbonyl compounds to allylic alcohols |
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Authors: | Alcindo A. Dos Santos,Priscila Castelani,Bruno K. Bassora,José C. Fogo Junior,Carlos E. Costa,Joã o V. Comasseto |
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Affiliation: | Instituto de Química, Av. Prof. Lineu Prestes, 748-CEP 05508-900, São Paulo-SP, Brazil |
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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. |
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Keywords: | Vinylic tellurides Chemoselective reduction Enones and allylic alcohols |
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