Efficient preparation of trisubstituted alkenes using the SmI2 modification of the Julia-Lythgoe olefination of ketones and aldehydes

Marko, Istvan;Murphy, F.;Kumps, Lucien;Ates, Ali;Dolan, S;et.al.
(2001) Tetrahedron — Vol. 57, n° 13, p. 2609-2619 (2001)

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Authors
  • Marko, IstvanUCLouvain
    Author
  • Murphy, F.
    Author
  • Kumps, LucienUCLouvain
    Author
  • Ates, AliUCLouvain
    Author
  • Dolan, S
    Author
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Abstract
High yields of di- and tri-substituted alkenes are: obtained by a modification of the Julia-Lythgoe olefination reaction involving the in situ capture of intermediate beta -alkoxy-sulfones by benzoyl or trimethylsilyl chloride, followed by SmI2-mediated reductive elimination. This novel protocol also provides a connective preparation of dienyl ethers, which are important partners in Diels-Alder cycloadditions. (C) 2001 Elsevier Science Ltd. All rights reserved.
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Marko, I., Murphy, F., Kumps, L., Ates, A., Touillaux, R., Craig, D., Carballares, S., & Dolan, S. (2001). Efficient preparation of trisubstituted alkenes using the SmI2 modification of the Julia-Lythgoe olefination of ketones and aldehydes. Tetrahedron, 57(13), 2609-2619. https://doi.org/10.1016/S0040-4020(01)00079-5 (Original work published 2001)