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. Author manuscript; available in PMC: 2010 Jan 28.
Published in final edited form as: Tetrahedron Lett. 2009 Nov 25;50(47):6606. doi: 10.1016/j.tetlet.2009.09.065

Table 1.

NMR data for luminaolide (1) in CD3OD

No. 1Ha 13Cb HMBC
1 173.79
2 2.50 dd (9.8, 16.2)c 44.00 C1, 3, 4
2.59m C1, 3
3 4.07m 65.95
4 1.46m 42.71 C5
1.85 ddd (3.7, 10,3, 14.1)
5 3.73m 76.16 C5-OMe
5-OMe 3.40s 57.22 C5
6 1.35m 39.90 C5
1.90 ddd (2.3, 11.5, 13.7) C7
7 4.45 br d (10.6) 70.82 C6, 8, 9, 11
8 5.67 br d (10.1) 131.07 C7, 10
9 5.83 ddd (2.5, 5.5, 7.8) 125.11 C7
10 1.97m 2H 32.76 C9
11 3.55m 65.50
12 1.64 ddd (1.3, 10.6, 14.2) 37.67
1.82m C11
13 3.92 br d (9.7) 77.60 C11, 13-OMe
13-OMe 3.37 s 57.22 C13
14 1.51m 43.82 C14-Me, 15
14-Me 0.82 d (7.4) 9.64 C13, 14, 15
15 3.62m 72.62 C14, 17
16 1.74m 43.34 C17
1.71m
17 3.81m 68.14
18 1.44m 42.29 C17
1.95m
19 5.62 br dd (1.4, 10.6) 71.94 C1
20 1.80m 41.69 C21
20-Me 0.98 d (7.8) 17.73 C19, 20
21 2.85 dd (3.2, 7.8) 89.40 C19, 20, 21-OMe, 23
21-OMe 3.44 s 61.89 C21
22 1.74m 35.89
22-Me 0.97 d (7.3) 11.62 C21,22, 23
23 1.35m 25.31
1.74m
24 2.54m 42.83 C22, 23, 25
2.59m
25 216.74
25e 216.64
26 2.76 dq (6.9, 9.2) 50.28 C25, 26-Me, 27
26e 2.74 50.31
26-Me 0.95 d (6.9) 13.90 C25, 26, 27
26-Mee 0.94 14.44
27 3.30 dd [2.6, 9.2]d 89.05 C27-OMe
27e 88.97
27-OMe 3.341 s 61.68 C27
27-OMee 3.338 s 61.68
28 2.46m 38.72 C28-Me, 29, 30
28e 2.50 38.94
28-Me 1.17 d (6.9) 19.71 C27, 28, 29
28-Mee 19.61
29 5.19 dd (9.2, 14.2) 113.16 C30
29e 5.26 115.32
30 6.71 d (14.2) 130.50 C28, 29, 30-NMe, CHo
30e 7.10 125.71
30-NMe 3.03 s 27.68 C30, CHO
30-NMee 3.12 33.58
CHO 8.32 s 164.73 C30, 30-NMe
CHOe 8.09 163.36
a

800 MHz.

b

150 MHz.

c

Coupling constants (Hz) are in parentheses.

d

Coupling constants (Hz) based on homo-J-resolved 1H NMR spectral data are in parentheses.

e

Signal for minor conformer.