. 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 1.

Comparison of chemical shifts (δ) of the relevant ¹H and ¹³C NMR signals of the (Z)-and (E)-2,2-bis(hydroxymethyl)- and 2-fluoromethyl-2-hydroxymethylmethylenecyclopropanes 2a, 4a, 2b, 4b, 15a, 16a, 15b and 16b

Compound^a	Isomer	OH	H_1’	H₈	C_3’	C_4’
2a	Z	5.07	7.37	8.82	11.7	31.4
4a	E	4.76	7.48	8.49	14.4	29.7
2b	Z	4.99	7.07	8.41	11.5	31.3
4b	E	4.76	7.21	8.03	14.3	29.5
15a	Z	5.37	7.45	8.57	12.0	29.4
16a	E	5.02	7.52	8.49	15.0	27.6
15b	Z	5.31	7.16	8.15	11.9	29.2
16b	E	5.01	7.26	8.04	14.8	27.5

CD₃SOCD₃ as solvent. For numbering of signals see Table 2. Values for 2a, 4a, 2b and 4b were taken from ref.4