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. Author manuscript; available in PMC: 2009 Mar 1.
Published in final edited form as: Bioorg Med Chem. 2007 Dec 5;16(5):2148–2155. doi: 10.1016/j.bmc.2007.11.082

Table 2.

The NOE enhancements of relevant 1H NMR signals of (Z)- and (E)-2-fluoromethyl-2-hydroxymethyltmethylenecyclopropanes 15a and 16a

graphic file with name nihms44785t1.jpg
Compound Hirr δ Hobs δ NOE (%)
15a H1’ 7.45 H3’ 1.54 1.83
H3’ 1.54 H1’ 7.45 2.17
OH 5.37 H8 8.57 4.0
H8 8.57 OH 5.37 1.71
CH2F 4.44–4.70 H8 8.57 3.16
CH2O 3.48–3.80 H8 8.57 3.84
16a H3’ 1.76 H8 8.49 2.75
OH 5.02 H1’ 7.52 1.42
CH2F 4.47 H1’ 7.52 1.34
CH2O 3.46 H1’ 7.52 1.87