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1H and 13C NMR spectral data for a tricyclic derivative of a Diels–Alder adduct

✍ Scribed by Susimaire Pedersoli; Mauricio Gomes Constantino; Gil Valdo José da Silva


Book ID
102532142
Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
98 KB
Volume
44
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

A complete NMR analysis with full assignment for ^1^H and ^13^C NMR spectral data for 5‐(acetyloxy)‐3‐hydroxy‐9,10‐dimethoxy‐6‐oxo‐11‐oxatricyclo[6.2.1.0^2,7^]undec‐2‐yl acetate (8) is described. This compound was prepared by rapid hydrogenation of the unstable Diels–Alder adduct obtained from the reaction between 3,4‐dimethoxyfuran (4) and 2,5‐diacetoxy‐1,4‐benzoquinone (5). Full homonuclear hydrogen coupling constants measurements and molecular mechanics calculations were performed for the determination of the relative stereochemistry. Copyright © 2005 John Wiley & Sons, Ltd.


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