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1H NMR studies of 3,8-dioxatricyclo-[3.2.1.02,4]octane derivatives

✍ Scribed by Claude Marfisi; Michèle Cossu; Jean-Pierre Aycard

Publisher
John Wiley and Sons
Year
1981
Tongue
English
Weight
284 KB
Volume
17
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

A series of 6‐X‐3,8‐dioxatricyclo[3.2.1.0^2,4^]octanes (XCO~2~CH~3~, CN, Cl and CN) are studied by NMR, after their syntheses by epoxidation of the corresponding 7‐oxabicyclo[2.2.1]heptenes. The NMR parameters (J, δ) are determined, and also the anisotropy effects of methyl groups at the 1,5 bridgehead positions. The results allow an unambiguous identification of the diastereo‐isomers having a gem‐chlorocyano group in the 6 position.

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