کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1384401 | 982402 | 2011 | 6 صفحه PDF | دانلود رایگان |
Alkylation of cyclomaltohexaose (α-cyclodextrin, α-CD) with allyl or cinnamyl bromide, followed by peracetylation of remaining hydroxyl groups and separation of isomers, resulted in the set of peracetylated 2I-O-, 3I-O- and 6I-O-alkylated α-CDs in up to 27% yields. Ozonolysis or oxidative cleavage of peracetylated allyl or cinnamyl derivatives resulted in a complete set of peracetylated 2I-O-, 3I-O- and 6I-O-formylmethyl or carboxymethyl derivatives that are useful precursors for preparation of regioselectively monosubstituted derivatives of α-CD. Moreover, a quick method to recognize single 2I-O-, 3I-O- and 6I-O-monosubstituted peracetylated CDs from one another using only their 1H NMR spectra has been proposed.
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Journal: Carbohydrate Research - Volume 346, Issue 15, 8 November 2011, Pages 2374–2379