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Highly Stereoselective Epoxidation of α-Methyl-γ-hydroxy-α,β-unsaturated Esters: Rationalization and Synthetic Applications

✍ Scribed by López, Irakusne; Rodríguez, Santiago; Izquierdo, Javier; González, Florenci V.


Book ID
121438944
Publisher
American Chemical Society
Year
2007
Tongue
English
Weight
105 KB
Volume
72
Category
Article
ISSN
0022-3263

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ChemInform Abstract: Highly Stereoselect
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A highly stereoselective osmium tetroxid
✍ Gilbert Stork; Michael Kahn 📂 Article 📅 1983 🏛 Elsevier Science 🌐 French ⚖ 196 KB

The hydroxylation of a,B-unsaturated esters catalyzed by osmiumtetroride leads to 3,4-dihydroxy-y-lactones of predictable stereochemistry. We report here on the remarkable stereoselectivity encountered in the osmium tetroxide hydroxylation of E a,l-unsaturated esters bearing a y-hydroxgl function.