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Diastereomer-Differentiating Hydrolysis of 1,3-Diol-Acetonides: A Simplified Procedure for the Separation of syn - and anti -1,3-Diols

✍ Scribed by Bode, Silke E.; Müller, Michael; Wolberg, Michael


Book ID
126216053
Publisher
American Chemical Society
Year
2002
Tongue
English
Weight
45 KB
Volume
4
Category
Article
ISSN
1523-7060

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Synthesis of 4, 6-dialkyl-1,3-dioxins. V
✍ Raymond L Funk; Gary L Bolton 📂 Article 📅 1988 🏛 Elsevier Science 🌐 French ⚖ 271 KB

The title compounds 4 are prepared from 4-alkyldioxins 2 via a metalation, alkylation sequence. The dialkyl dioxins 4 are thermally labile (providing enones) and undergo highly stereoselective hydroboration or hydrogenation reactions to provide enti,anti-1,2,3-triols and syn-1,3-diols, respectively.