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Position Moiety<br />

Compound III<br />

(400MHz)<br />

11 CH-OH 3.85, m<br />

1 H<br />

Ansell, 1989<br />

(80MHz)<br />

3.86, ddd<br />

(J = 4.7, 7.1, 11.7 Hz)<br />

Compound III<br />

(400MHz)<br />

13 C<br />

# Ansell, 1989<br />

(20MHz)<br />

66.19 69.3<br />

12 CH2<br />

1.82 (α)<br />

1.35 (β)<br />

45.85 40.7<br />

*13 C 39.57 38.7<br />

14 CH= 5.20, s<br />

5.21, d<br />

(J = 1.5 Hz)<br />

127.64 128.4<br />

15 CH=<br />

5.72, dd<br />

(J = 10.57, 17.21 Hz)<br />

5.74, sx<br />

(J = 9.5, 18.1 Hz)<br />

4.87, dd<br />

146.18 145.4<br />

16 CH2<br />

4.89, dd<br />

(J = 9.28, 17.4 Hz)<br />

(J = 1.9, 18.1 Hz)<br />

4.91, dd<br />

(J = 1.9, 9.5 Hz)<br />

112.69 112.5<br />

17 CH3 1.01, s 1.02, s 29.51 29.5<br />

18 CH3 0.99, s 1.00, s 28.43 28.3<br />

19 CH3 0.78, s 0.79, s 15.59 15.7<br />

20 CH3 0.75, s 0.76, s 15.82 16.6<br />

3 OCOCH3 --- --- --- 170.2<br />

3 OCOCH3 --- --- --- 21.1<br />

11 OCOCH3 --- --- --- 170.6<br />

11 OCOCH3 --- --- --- 21.5<br />

* these resonances can be used interchangeably<br />

# The 13 C NMR data corresponds to the acetylated product <strong>of</strong> compound III<br />

Position<br />

1<br />

2<br />

3<br />

Table 20: 1 H NMR data for compound III (CDCl3) compared with two similar<br />

compounds<br />

Compound III<br />

(400MHz)<br />

Compound 3.1<br />

(80MHz)<br />

1 H<br />

Compound 3.2<br />

(300MHz)<br />

Compound 3.3<br />

(600MHz)<br />

Ansell, 1989 Kang et al., 2005 Meragelman et al., 2003<br />

2.35 2.68, s<br />

1.71, dt<br />

(J = 13.1, 3.5 Hz)<br />

2.02 0.98<br />

1.69 1.61, m<br />

1.57 1.61, m<br />

3.26, dd<br />

(J = 3.84, 10.84 Hz)<br />

3.31, dd<br />

(J = 4.5, 9.6 Hz)<br />

4.0, s<br />

3.21, dd<br />

(J = 11.1, 5,2 Hz)<br />

5 1.08 1.68, m 0.82<br />

Continued on next page….<br />

117

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