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Synlett 1995; 1995(1): 51-52
DOI: 10.1055/s-1995-4877
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α-Alkenylation of Ketones with 1-Alkynes

Akio Hayashi, Masahiko Yamaguchi* , Masahiro Hirama
  • *Department of Chemistry, Faculty of Science, Tohoku University, Aoba, Sendai 980-77, Japan
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Publication History

Publication Date:
31 December 2000 (online)

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SnCl4-Bu3N reagent promotes α-alkylidenation of ketones with 1-alkynes giving (E)- α-enones. When TMSCl is added to this mixture, α-alkenylation takes place giving β-enones.

γ-stannyl-α-enone - TMSCl - α-enone - β-enone - regioselective protonation

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