𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Glucosidation shifts of allylic and benzylic alcohols in 13C NMR spectroscopy

✍ Scribed by Isao Horibe; Shujiro Seo; Yohko Yoshimura; Kazuo Tori

Publisher
John Wiley and Sons
Year
1984
Tongue
English
Weight
295 KB
Volume
22
Category
Article
ISSN
0749-1581

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The ^13^C FT NMR spectra of β‐D‐glucopyranosides (including their tetraacetates) of several secondary allylic and benzylic alcohols were compared with those of methyl β‐D‐glucopyranoside and the corresponding parent alcohols. The characeristic glucosidation shifts observed for these alcohols may be applicable to the determination of the absolute configuration of the hydroxy group in these alcohols.

📜 SIMILAR VOLUMES

Glycosidation shifts in carbon-13 NMR sp
Glycosidation shifts in carbon-13 NMR spectroscopy: carbon-13 signal shifts from aglycone and glucose to glucoside
✍ Kazuo Tori; Shujiro Seo; Yohko Yoshimura; Hitoshi Arita; Yutaka Tomita 📂 Article 📅 1977 🏛 Elsevier Science 🌐 French ⚖ 286 KB

Lemieux and Koto' recently published a review.on the conformational properties of glycosidic linkages, wherein 13C chemical shifts around glycosidic linkages are shown to depend upon conformations thereabout by using some cyclohexyl glucosides. hiring our studies of structural determinations and t3C

1H-, 13C-, and 15N-NMR chemical shifts f
1H-, 13C-, and 15N-NMR chemical shifts for selected glucosides and ribosides of aromatic cytokinins
✍ Jan Vícha; Michal Maloň; Petra Veselá; Otakar Humpa; Miroslav Strnad; Radek Mare 📂 Article 📅 2010 🏛 John Wiley and Sons 🌐 English ⚖ 145 KB

## Abstract The ^1^H and ^13^C NMR resonances of 16 purine glucosides were assigned by a combination of one‐ and two‐dimensional NMR experiments, including gs‐COSY, gs‐HSQC, and gs‐HMBC, in order to characterize the effect of substituent and the position of glucose unit on the NMR chemical shifts.

Long range substituent effects relfected
Long range substituent effects relfected in the 13C NMR spectra of allyl alcohols and their derivatives
✍ Ernest Wenkert; Miroslav J. Gašić; Edward W. Hagaman; L. D. Kwart 📂 Article 📅 1975 🏛 John Wiley and Sons 🌐 English ⚖ 282 KB 👁 1 views

## Abstract Acylation of allyl alcohols induces strong carbon shifts, shielding γ and deshielding δ effects. These shifts are a consequence of through‐bond polarization of the olefinic carbons. Allyl ethers show similar, but milder perturbations. The olefinic carbon shifts reveal a strong concentra