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Synthesis of 2-vinylcyclopentanols by SmI2Pd(0)-promoted carbohydrate ring-contraction

✍ Scribed by JoséM. Aurrecoechea; Beatriz López

Book ID
108386638
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
235 KB
Volume
39
Category
Article
ISSN
0040-4039

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📜 SIMILAR VOLUMES

ChemInform Abstract: Synthesis of 2-Viny
ChemInform Abstract: Synthesis of 2-Vinylcyclopentanols by SmI2/Pd(0)-Promoted Carbohydrate Ring-Contraction.
✍ J. M. AURRECOECHEA; B. LOPEZ 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 33 KB 👁 1 views

Synthesis of 2-Vinylcyclopentanols by SmI 2 /Pd(0)-Promoted Carbohydrate Ring-Contraction. -Treatment of methyl 5-vinylpyranosides such as (I) with SmI 2 in the presence of catalytic Pd(0) results in ring contraction and direct transformation of the carbohydrate structure into functionalized carboc

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ChemInform Abstract: Synthesis of Vinyl- and Alkynylcyclopentanetetraols by SmI2/Pd(0)-Promoted Carbohydrate Ring-Contraction.
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Substituent effects on the SmI2/Pd(0)-pr
Substituent effects on the SmI2/Pd(0)-promoted carbohydrate ring-contraction of 5-alkynylpyranosides
✍ José M. Aurrecoechea; Jesús H. Gil; Beatriz López 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 297 KB

The effect of substituents on the reactivity and stereoselectivity of the SmI 2 /Pd(0)-promoted ring-contraction of 5-alkynylpyranosides has been examined using substrates substituted only at selected positions. While formation of 2-ethynylcyclopentanols takes place efficiently, an internal alkyne d

Synthesis of tetrasubstituted furans by
Synthesis of tetrasubstituted furans by sequential SmI2-promoted reduction and Pd-catalyzed cyclization
✍ José M Aurrecoechea; Elena Pérez 📂 Article 📅 2001 🏛 Elsevier Science 🌐 French ⚖ 90 KB

Tetrasubstituted furans are obtained in a one-pot, two-step sequence comprising SmI 2 -promoted reduction of a readily available 4,5-epoxyalk-2-ynyl ester followed by Pd(0)-promoted cyclization of the resulting 2,3,4-trien-1-ol in the presence of an aryl halide or triflate.