4.4 Article

Radical Allylation:E-Selective Radical Conjugate Addition-Elimination Reaction from Morita-Baylis-Hillman Adducts

Journal

SYNLETT
Volume 29, Issue 1, Pages 46-50

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1590922

Keywords

radical; fluorine; alkenes; elimination; enols; allylation; xanthate

Funding

  1. excellence laboratory LabEx SYNORG [ANR-11-LABX-0029]
  2. Conseil Regional de Normandie
  3. European FEDER fundings

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Triethylborane-mediated radical allylation was performed from Morita-Baylis-Hillman alcohols with no need of protecting group. The radical conjugated addition-elimination reaction is highly selective, and trisubstituted E-alkenes were obtained. This reaction opened a new route for the preparation of functionalized ,-unsaturated ketones.

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