Hindered rotation in a 1-alkylnapthalene. A dynamic nuclear magnetic resonance, difference nuclear overhauser enhancement, and molecular mechanics investigation of 1-neopentylnaphthalene. The t-butyl group as a probe of chirality

Author(s):  
J. E. Anderson ◽  
D. J. D. Barkel
1987 ◽  
Vol 65 (6) ◽  
pp. 1384-1391 ◽  
Author(s):  
John A. Findlay ◽  
Mahesh Jaseja ◽  
D. Jean Burnell ◽  
Jean-Robert Brisson

The structures of the two major saponins isolated from the starfish Asteriasforbesi have been deduced totally by nuclear magnetic resonance methods applied to the undegraded molecules. The structure of forbeside A, 6α-O-{β-D-galactopyranosyl-(1 → 3)-β-D-fucopyranosyl-(1 → 2)-β-D-galactopyranosyl-(1 → 4)-[β-D-quinovopyranosyl-(1 → 2)]-β-D-xylopyranosyl-(1 → 3)-β-D-quinovopyranosyl}-20-hydroxy-23-oxo-5α-cholest-9(11)-en-3β-yl sodium sulfate, was deduced principally from 1H 2D-COSY, J-resolved, nuclear Overhauser enhancement and selected decoupling experiments. The structure of forbeside B, 6α-O-{β-D-quinovopyranosyl-(1 → 2)-β-D-galactopyranosyl-(1 → 4)-[β-D-quinovopyranosyl-(1 → 2)]-β-D-xylopyranosyl-(1 → 3)-β-D-quinovopyranosyl}-20-hydroxy-23-oxo-5α-cholest-9(11)-en-3β-yl sodium sulfate, was deduced principally from 2D-COSY, HCORR, RECSY, and NOESY experiments.


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