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. Author manuscript; available in PMC: 2014 Nov 1.
Published in final edited form as: Org Lett. 2013 Oct 23;15(21):5400–5403. doi: 10.1021/ol402080s

Table 1. NMR Data for Actinoranone 1 (methanol-d4)a.

no δC, #H.b δH (mult, J (Hz)) HMBC
1 39.3, CH2 1.85* 0.94 dt (13.5, 3.6) 3, 18
2 25.4, CH2 1.55, m 1.29, m 4, 10
3 42.3, CH2 1.42, m 1.16* 5
4 32.7, C
5 50.4, CH 1.16, m 7
6 23.7, CH2 1.97, m 1.86, m 7, 8
7 122.2, CH 5.38, br s 6, 8, 19
8 135.0, C
9 54.2, CH 1.61, m 11, 12
10 36.7, C
11 25.4, CH2 1.55, m 0.78, m 8, 13
12 42.1, CH2 2.24, m 2.01, m 9, 13, 14
13 139.5, C
14 126.8, CH 5.25, d (8.5) 15, 20
15 70.4, CH 4.47, dd (8.5, 8.5) 8′
16 32.5, CH3 0.86, s 3, 4, 5, 17
17 21.0, CH3 0.90, s 3, 4, 5, 16
18 12.8, CH3 0.78, s 1, 5, 9, 10
19 21.5, CH3 1.71, s 7, 8, 9
20 15.6, CH3 1.63, s 12, 13, 14
1′ 197.3, C
2′ 115.5, C
3′ 162.7, C
4′ 97.2, CH 6.50, d (2.0) 2′, 5′, 6′
5′ 164.4, C
6′ 107.5, CH 6.56, d (2.0) 2′, 4′, 5′, 7′, 8′
7′ 150.4, C
8′ 45.3, CH 2.97, m 15, 2′, 6′, 7′, 9′, 10′
9′ 23.8, CH2 2.12, m 1′, 7′
10′ 36.3, CH2 2.44, ddd (18.0, 11.0, 8.0) 2.59, dt (18.0, 4.5) 1′, 2′, 8′, 9′
11′ 54.9, CH3 3.83, s 3′
12′ 55.0, CH3 3.87, s 5′
a

500 MHz for 1H NMR and 75 MHz for 13C NMR.

b

The number of attached protons was determined by analysis of 2D spectroscopic data.

*

The coupling constant was not determined because of overlapping signals.