✦ LIBER ✦
Migration of secondary tert-butyldimethylsilyl groups in cyclomalto-heptaose and -octaose derivatives
✍ Scribed by Detlef Icheln; Bärbel Gehrcke; Yvonne Piprek; Petra Mischnick; Wilfried A. König; Marco A. Dessoy; Ademir F. Morel
- Book ID
- 102993059
- Publisher
- Elsevier Science
- Year
- 1996
- Tongue
- English
- Weight
- 827 KB
- Volume
- 280
- Category
- Article
- ISSN
- 0008-6215
No coin nor oath required. For personal study only.
✦ Synopsis
When 2,6-di-O-tert-butyldimethylsilylated cyclomalto-oligosaccharides (cyclodextrins) are treated with allyl or methyl iodide and NaH in dry tetrahydrofuran, O-2-->O-3 migration of the secondary 2-O-tert-butyldimethylsilyl groups occurs, leading to 2-O-alk(en)yl-3,6-di-O-tert-butyldimethylsilyl-cyclodextrin derivatives. The detection and identification of the reaction step during which migration occurred is described and possible mechanisms of migration are discussed.