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1 H NMR studies of 3,8‐dioxatricyclo‐[3.2.1.0 2,4 ]octane derivatives

1981; Wiley; Volume: 17; Issue: 4 Linguagem: Inglês

10.1002/mrc.1270170403

0030-4921

Claude Marfisi, Michèle Cossu, Jean‐Pierre Aycard,

Free Radicals and Antioxidants

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.