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ChemInform Abstract: Rearrangement of 2-(4-Hydroxyalkyl)-1,3-dioxolanes to 2-Hydroxyethyl Alkanoic Esters by 1,5-Hydride Shift — An Unprecedented Intramolecular Redox Reaction.

✍ Scribed by Karsten Krohn; Ulrich Floerke; Uwe Hoefker; Marion Traeubel

Publisher
John Wiley and Sons
Year
2010
Weight
30 KB
Volume
31
Category
Article
ISSN
0931-7597

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Rearrangement of 2-(4-Hydroxyalkyl)-1,3-
Rearrangement of 2-(4-Hydroxyalkyl)-1,3-dioxolanes to 2-Hydroxyethyl Alkanoic Esters by 1,5-Hydride Shift – An Unprecedented Intramolecular Redox Reaction
✍ Karsten Krohn; Ulrich Flörke; Uwe Höfker; Marion Träubel 📂 Article 📅 1999 🏛 John Wiley and Sons 🌐 English ⚖ 276 KB

2-(4-Hydroxyalkyl)-1,3-dioxolanes (3a/3b, 5-7) undergo an via the benzylic carbenium ion B and the 1,3-dioxolan-2ylium cation C, is supported by the stereochemistry of the acid-catalyzed rearrangement to give 2-hydroxyethyl alkanoic esters 8-11. The postulated mechanism, proceeding reaction and the

ChemInform Abstract: Syntheses and React
ChemInform Abstract: Syntheses and Reactions of 2,2-Disubstituted Cyclopentane-1,3-diones. Part 8. Conversion of 2-Alkyl-2-(2-oxopropyl)cyclopentane-1,3-diones into 2,3,5- and 2,3,4-Trisubstituted Cyclopent-2-enones by Intramolecular Aldolizations to 2,3-Diacylcyclopropanolates Followed by Remarkable Skeletal Rearrangements.
✍ H. SCHICK; B. ROATSCH; S. SCHRAMM; H.-D. GILSING; M. RAMM; E. GRUENDEMANN 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB 👁 2 views