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Stereostructure of cycloadducts of norbornane/ene-fused dihydro-1,3- and -3,1-oxazines

✍ Scribed by P. Sohár; G. Stájer; G. Bernáth

Book ID
102951305
Publisher
John Wiley and Sons
Year
1987
Tongue
English
Weight
758 KB
Volume
25
Category
Article
ISSN
0749-1581

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✦ Synopsis

The steric structures of the tetracyclic mono-and the pentacyclic bis-adducts formed in the cycloadditions of norbornane-and norbornene-fused 1,3-and 3,l-dihydrooxazine dipolarophiles with diphenylnitrilimine or henzonitrile oxide were investigated. These reactions could yield 2-8 annellation and positional isomers. The structures of the products were proved by 'H and 13C NMR spectroscopy, and the various potentially stable conformations of the flexible hetero rings were evaluated. The assignments were confirmed by double resonance and DEPT measurements; the steric structures were supported by the results of DNOE experiments.

KEY WORDS Tetra-and oenta-cvclic norbomane/ene fused 1.3-and 3.1-oxazines Cvcloaddition Positional isomerism Configuration and confirmation Mono-and bis-adducts -'H, I3C NMR DNOE

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