A mild and easy one-pot procedure for the synthesis of 2-deoxysugars from glycals
β Scribed by Valeria Costantino; Concetta Imperatore; Ernesto Fattorusso; Alfonso Mangoni
- Book ID
- 104211192
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 59 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Glycals can be converted into the corresponding 2-deoxysugars in good yields by treatment with N-iodosuccinimide in CH 3 CN-H 2 O 95:5 and removal of the iodide group using Na 2 S 2 O 4 in DMF/H 2 O at room temperature. This method is easy to apply, sufficiently mild to allow the survival of acid-sensitive groups such as silyl and trityl ethers and less harmful to the environment than metal-based reactions.
π SIMILAR VOLUMES
D-Glycals react smoothly with a variety of alcohols in a highly stereoselective manner in the presence of the CeCl 3 β’7H 2 O-NaI reagent system in refluxing acetonitrile under neutral conditions to afford the corresponding 2-deoxy-a-glycopyranosides in high yields. In the absence of NaI, the glycals
## Abstract For Abstract see ChemInform Abstract in Full Text.
A one-pot combination of a modified FriedlΓ€nder annulation and a Knoevenagel condensation provides 2styrylquinolines in good to excellent yields. A variety of substrates are reacted in one-pot in the presence of 1-methylimidazolium trifluoroacetate ([Hmim]TFA).