2,CDiaminosugars are components of several natural products, especially antibiotics such as kasugamycin', prumycin\*, and minosaminomycin3. Since their discovery a great number of analogues have been synthesized4. Amongst them, deoxygenated derivatives that lack centers for detoxification have shown
β¦ LIBER β¦
Synthesis of Sugar-Amino Acid Conjugates via 2,3-Dideoxy-hex-2-enopyranos-4-uloses
β Scribed by Apostolopoulos, Costas D. ;Couladouros, Elias A. ;Georgiadis, Minas P.
- Book ID
- 102366379
- Publisher
- John Wiley and Sons
- Year
- 1994
- Tongue
- English
- Weight
- 335 KB
- Volume
- 1994
- Category
- Article
- ISSN
- 0947-3440
No coin nor oath required. For personal study only.
β¦ Synopsis
Abstract
Michael addition of amino acids to 5βsubstituted 2,3βdideoxyβhexβ2βenopyranosβ4βuloses 1aβc afforded stereoselectively several sugarβamino acid conjugates in good yield. magnified image
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## Abstrae -The glycosidic bond of 6-alkoxy-2,3-dihydro-6H-pyran-3-ones (3) is made advantageously in the presence of catalytic ZnClz+etherate. A palladium-assisted transformation of 3 affords trans-4-alkoxy-5-hydroxy-2cyclopenten-l-ones (4) in good yield. The construction of the glycosidic linkag