Table 1.

¹H NMR data (δ in ppm, J in Hz) of briaranes 1–5 at 500 MHz in CDCl₃.

N	1	2	3	4	5
2	4.81 (d, 9.4)	4.82 (d, 9.5)	4.37 (d, 6.0)	4.40 (d, 5.4)	4.27 (d, 9.7)
3	2.41 (dt, 15.6, 9.4, 9.4)	2.40 (m)	2.78 (dt,15.4, 15.4, 5.5)	2.85 (dt, 15.5, 15.5, 4.9)	5.89 (dd, 11.0, 9.7)
	1.87 (dd, 15.6, 10.9)	1.86 (m)	1.77 (m)	1.74 (m)
4	2.61 (dd, 15.0, 10.9)	2.57 (m)	2.56 (m)	2.55 (m)	6.21 (ddd, 11.0, 1.2)
	1.62 (m)	1.60 (m)	2.05 (m)	2.00 (m)
6	4.83 (bs)	4.84 (d, 9.3)	5.88 (dd, 10.3, 0.6)	5.72 (d, 10.2)	5.83 (dq, 8.6, 1.2, 1.2, 1.2)
7	5.77 (bs)	5.71 (bs)	5.23 (d, 10.3)	5.28 (d, 10.2)	5.07 (d, 8.6)
9	5.11 (d, 5.1)	5.11 (d, 5.5)	5.28 (d, 4.7)	5.30 (d, 5.2)	5.14 (d, 6.7)
10	2.99 (dd, 4.7, 5.1)	2.99 (dd, 5.0, 5.5)	2.64 (dd, 4.6, 4.7)	2.77 (t, 5.2)	2.12 (d, 6.7)
11	2.61(dq, 4.7, 7.4)	2.61 (m)	2.53 (m)	2.52 (m)	1.80 (m)
12	–	–	–	–	3.94 (dd, 5.9, 2.3)
13	5.97 (d, 10.4)	5.97 (d, 10.5)	5.84 (d, 10.5)	5.80 (d, 10.5)	3.56 (dd, 5.9, 3.6)
14	6.19 (d, 10.4)	6.20 (d, 10.5)	6.40 (d, 10.5)	6.40 (d, 10.5)	3.41 (d, 3.6)
15	1.16 (s)	1.16 (s)	1.22 (s)	1.20 (s)	1.11 (s)
16	5.69 (bs)	5.69 (q, 2.0)	4.32 (d, 12.0)	4.32 (d, 15.8)	4.24 (d, 12.8)
	5.37 (s)	5.37 (bs)	4.18 (d, 12.0)	4.07 (d, 15.8)	4.18 (d, 12.8)
17	2.41 (q, 7.7)	2.45 (q, 7.3)	2.45 (q, 7.2)	2.41 (q, 7.1)	2.31 (d, 7.1)
18	1.30 (d, 7.7)	1.30 (d, 7.3)	1.19 (d, 7.2)	1.19 (d, 7.1)	1.17 (d, 7.1)
20	1.30 (d, 7.4)	1.33 (d, 7.4)	1.30 (d, 7.4)	1.29 (d, 7.4)	1.01 (d, 7.5)
21	2.14 (s)	2.15 (s)	2.25 (s)	2.24 (s)	2.18 (s)
22	2.24 (s)		2.14 (s)	2.14 (s)
1′		2.45 (q, 7.4)
2′		1.77 (m)
3′		1.02 (t, 7.4)
OH	3.43 (bs)	3.42 (bs)