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Fluorosugars: An improved synthesis of the 2,3,4-trideoxy-2,3,4-trifluoro hexose analogue of d-glucose

✍ Scribed by Corr, Michael J.; O’Hagan, David


Book ID
123588732
Publisher
Elsevier Science
Year
2013
Tongue
English
Weight
603 KB
Volume
155
Category
Article
ISSN
0022-1139

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✍ Violetta Constantinou-Kokotou; Elias A. Couladouros; Minas P. Georgiadis; George 📂 Article 📅 1991 🏛 Elsevier Science 🌐 English ⚖ 726 KB

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