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Diastereoselective Electrophilic Substitution of γ-Oxy-Substituted Benzyllithiums.

✍ Scribed by Maria A. Arrica; Ugo Azzena; Luciano Pilo; Elisabetta Piras

Publisher
John Wiley and Sons
Year
2010
Weight
30 KB
Volume
33
Category
Article
ISSN
0931-7597

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Diastereoselective electrophilic substit
Diastereoselective electrophilic substitution of γ-oxy-substituted benzyllithiums
✍ Maria A Arrica; Ugo Azzena; Luciano Pilo; Elisabetta Piras 📂 Article 📅 2002 🏛 Elsevier Science 🌐 French ⚖ 60 KB

Reductive lithiation of diastereoisomeric mixtures of 4-aryl-5-methyl-1,3-dioxanes occurs with epimerization at the benzylic centre. Reaction of intermediate organometals with alkyl halides or CO 2 afforded 2-methyl-3-substituted-3-phenylpropan-1-ols, or the corresponding lactones, with satisfactory