New branched-chain and aminodeoxy sugars from 1,6-anhydro-3,4-dideoxy-β-d-glycero-hex-3-enopyranos-2-ulose (levoglucosenone)
✍ Scribed by Yvonne Gelas-Mialhe; Jacques Gelas
- Book ID
- 107726010
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- English
- Weight
- 374 KB
- Volume
- 199
- Category
- Article
- ISSN
- 0008-6215
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Replacement of natural sugars by 4-deoxy-D-lyxo-hexose ("4-deoxy-D-mannose", 8) as the component parts of saccharides may endow compounds with new functions or biological activities. In previous studies, syntheses of 8 gave low overall yields or required many steps 1-4 Thus a simplified synthetic ro
The 1,6-anhydro-2,3-dideoxy-B-D-erythro-/-threo-hex-2-enopyranoses 7-12 are valuable synthons for the preparation of structurally diverse natural productP, because (a) the rigid [3.2. llbicyclic framework facilitates highly stereo-and regio-selective reactionP, (b) each contains a reactive double bo