Title | Complete Sets of Monosubstituted γ-Cyclodextrins as Precursors for Further Synthesis |
Publication Type | Journal Article |
Year of Publication | 2013 |
Authors | Bláhová M, Bednářová E, Řezanka M, Jindřich J |
Journal | The Journal of Organic Chemistry |
Volume | 78 |
Issue | 2 |
Pagination | 697 - 701 |
Date Published | 2013/01/18/ |
ISBN Number | 0022-3263 |
Keywords | duplicate |
Abstract | Regioselective alkylation of ?-cyclodextrin with allyl or propargyl bromide, using optimized reaction conditions, followed by peracetylation of the remaining hydroxyl groups and separation of isomers resulted in the set of peracetylated 2I-O-, 3I-O- and 6I-O-alkylated cyclodextrins in up to 19% yields. Ozonolysis or oxidative cleavage of peracetylated allyl derivatives resulted in a complete set of peracetylated 2I-O-, 3I-O-, and 6I-O-formylmethyl or -carboxymethyl derivatives. All of these derivatives are useful precursors for further preparation of regioselectively monosubstituted derivatives of ?-cyclodextrin. |
URL | http://dx.doi.org/10.1021/jo301656p |
Short Title | J. Org. Chem. |