Degradation of Some Octa-O-Benzoylaldobiononitriles: Studies of The Products by NMR Spectroscopy

The Zemplén degradation of 2, 3, 5, 6, 2’, 3’, 4’, 6’-octa-0-benzoylcellobi-ononitrile (1), -lactobiononitrile (2), and -maltobiononitrile (3) was carried out giving a mixture of the four 3-0-(D-hexopyranosyl)-D-arabinoses. Their reduction gave the 3-O-(D-hexopyranosyl)-D-arabinitols, and their benz...

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Autores principales: D'Accorso, N.B., Thiel, I.M.E.
Formato: JOUR
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_07328303_v8_n5_p743_DAccorso
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Sumario:The Zemplén degradation of 2, 3, 5, 6, 2’, 3’, 4’, 6’-octa-0-benzoylcellobi-ononitrile (1), -lactobiononitrile (2), and -maltobiononitrile (3) was carried out giving a mixture of the four 3-0-(D-hexopyranosyl)-D-arabinoses. Their reduction gave the 3-O-(D-hexopyranosyl)-D-arabinitols, and their benzoylation gave the 1, 2, 4, 5, 2’, 3’, 4’, 6’-octa-O-benzoyl-(D-hexopyranosyl)-D-arabinitols. Their 1 H and 13 C NMR spectra are described, and their conformations are determined to be planar zig-zag for the acyclic moieties. © 1989, Taylor & Francis Group, LLC. All rights reserved.