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An (E)-Selective Synthesis of Trisubstituted (E)-α,β-Unsaturated Acid Derivatives.

✍ Scribed by Fred J. P. Feuillet; Diane E. J. E. Robinson; Steven D. Bull


Publisher
John Wiley and Sons
Year
2003
Weight
116 KB
Volume
34
Category
Article
ISSN
0931-7597

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Synthesis of (E)-α,β-Unsaturated Amides
✍ José M. Concellón; Juan A. Pérez-Andrés; Humberto Rodríguez-Solla 📂 Article 📅 2001 🏛 John Wiley and Sons 🌐 English ⚖ 129 KB 👁 1 views

Stereoselective b-elimination of 2-chloro-3-hydroxyamides 1 is achieved by using samarium diiodide to yield a,b-unsaturated amides 2, in which the C C bond is di-tri-, or tetrasubstituted. The starting compounds 1 are easily prepared by reaction of the corresponding lithium enolates of a-chloroamide