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Chiroptical studies on 1-thio-D-glycopyranosides and a proposal of ring oxygen helicity rule

✍ Scribed by Emiri Ohtaki; Hiroshi Meguro; Katura Tuzimura

Book ID: 104235799
Publisher: Elsevier Science
Year: 1977
Tongue: French
Weight: 228 KB
Volume: 18
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)83502-4

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✦ Synopsis

Previously') we reported ORD and CD of some I-thio-_pglycofuranosides as model compounds of D_glycofuranosides. There it was revealed that the second band of the ring oxygen (140-170 nm) should be the most important in determining anomeric configurations and that the rotational strengths of the bands were almost proportional to the molecular rotations at 589 nm. Here we report

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Chiroptical studies on 5-thio-, 1,5-dith

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Chiroptical studies of sugars. Part IV.

Chiroptical studies of sugars. Part IV. Proposal of the glycosidic heteroatom [helicity rule in 1-thio-D-glycopyranosides

✍ Emiri Ohtaki; Hiroshi Meguro 📂 Article 📅 1979 🏛 Elsevier Science 🌐 French ⚖ 273 KB

D\_glycopyranosides gave CD bands at 220 nm (n+6\* of glycosidic sulfur). Their [8] were shown as the sum of the ti effects frcxn ring oxygen and -OH at C-2, leading to the glycosidie heteroatan helicity rule to predict the configurations and conformations at C-l and C-2.