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Synthesis of higher-carbon sugars via vinyltin derivatives of simple monosaccharides

✍ Scribed by Sławomir Jarosz

Publisher
Elsevier Science
Year
1987
Tongue
English
Weight
425 KB
Volume
166
Category
Article
ISSN
0008-6215

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✦ Synopsis

Strictly speaking, these compounds are C,, sugar derivatives but, because of their resemblance to disaccharides and for easier comprehension. they are named as x-deoxy-x-(C-glycosyI)glycose derivatives.

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Synthesis of a higher carbon sugar via d
Synthesis of a higher carbon sugar via directed aldol condensation
✍ Slawomir Jarosz; Bert Fraser-Reid 📂 Article 📅 1989 🏛 Elsevier Science 🌐 French ⚖ 264 KB

3-O-Benzyl-5-deoxy-1,2-O-isopropylidene-a-D-xylo-hexadialdo-1,4-furanose (2) upon treatment with Lirv(TMS)2 at -500 furnished the e&ate which reacted with methyl 2,3,4-tri-Obenzyl-a-D-glucopyranoside-6-ulose (5) to afford two eythro aldols 3 and 4 in 6:l ratio and 43% yield. 5R;6R Confguration was a