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1 H NMR studies of 3,8‐dioxatricyclo‐[3.2.1.0 2,4 ]octane derivatives
Author(s) -
Marfisi Claude,
Cossu Michèle,
Aycard JeanPierre
Publication year - 1981
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270170403
Subject(s) - octane , chemistry , carbon 13 nmr , stereochemistry , organic chemistry
A series of 6‐X‐3,8‐dioxatricyclo[3.2.1.0 2,4 ]octanes (XCO 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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