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ChemInform Abstract: Radical Cyclization/β-Elimination Tandem Reactions: Enantiopure Sulfoxides as Temporary Chiral Auxiliaries.

✍ Scribed by E. LACOTE; B. DELOUVRIE; L. FENSTERBANK; M. MALACRIA


Publisher
John Wiley and Sons
Year
2010
Weight
34 KB
Volume
29
Category
Article
ISSN
0931-7597

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Radical Cyclization/β-Elimination Tandem
✍ Emmanuel Lacôte; Bénédicte Delouvrié; Louis Fensterbank; Max Malacria 📂 Article 📅 1998 🏛 John Wiley and Sons 🌐 English ⚖ 109 KB

Alkylidene-substituted cyclopentane derivatives are formed in high enantiomeric purity by the reaction shown below. A highly diastereoselective radical cyclization is followed by elimination of a β-sulfinyl radical. Interestingly, the addition of the Lewis acid methylaluminum bis(2,6-di-tert-butyl-4