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Palladium-catalyzed oxidative cyclization of 1,4- and 1,5-diols in 1,2-dichloroethane

✍ Scribed by Samia Aı̈t-Mohand; Jacques Muzart

Publisher
Elsevier Science
Year
1998
Tongue
English
Weight
184 KB
Volume
129
Category
Article
ISSN
1381-1169

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Oxidative cyclization of 1,4-dienes to y
Oxidative cyclization of 1,4-dienes to yield 2,3,5-trisubstituted tetrahydrofuran-diols
✍ Benjamin Travis; Babak Borhan 📂 Article 📅 2001 🏛 Elsevier Science 🌐 French ⚖ 112 KB

KMnO 4 and OsO 4 catalyze the oxidative cyclization of 1,4-dienes to provide 2,3,5-trisubstituted tetrahydrofuran-diols in 30% yield. This reaction proceeds stereoselectively via a proposed [3+2] cycloaddition. Competing oxidative pathways are the major non-productive processes that reduce the yield