## Abstract The synthesis of 3βdeoxyβLβfucose (19) could not be achieved by an inversion procedure, starting from the 3β__O__βtriflateβactivated derivatives 8 or 9, respectively. Also the Mitsunobu reaction with the 3βOHβunblocked sugars 6 or 7 did not lead to the desired compounds. Instead, the fo
Total synthesis of 3-deoxy and 3,6-dideoxy-dl-hexoses
β Scribed by Marek Chmielewski
- Publisher
- Elsevier Science
- Year
- 1980
- Tongue
- French
- Weight
- 644 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0040-4020
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π SIMILAR VOLUMES
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3-Deoxy-DL-prumycin (1) was synthesized from 2-furanmethanol (2-furfuryl alcohol, 2) in eleven steps in 15% total yield. Michael addition of azide anion to 2,3-dideoxy-oqent-2-enopyranos~ulose (3) and reduction in situ of the adduct afforded the key intermediates 5 and 6. Introduction of a second ax
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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