Table 2.

¹H-NMR Assignments for 239Q (1) in d₆-acetone.



H-#	δ (m, J (Hz))^a	1D-irradiation at H-# affects signal at δ	1D-irradiation at δ affects signal at H-#	TOCSY Cross-peaks	NOESY Cross-peaks
1	2.32 J=lg.
2	1.78 J=lg ; 2.32, J=sm. (2β, 2α respectively)
3	3.73 dd (10.4, 2.6)	1.83, 1.88–1.93; 2.16–2.21 2.32 (sm. J removed)	1,52–1.56; 1.77, 1.88–1.89; 2.16–2.23; 2.32	1.9 [1.95, 2.0, 2.2, 2.32 3.13]	H₃-H₉; H₃-H₁₀
4 NH, 6d	10.7 broad s
5	3.12 dddd (12.0, 10.8, 3.0, 1.5) appears as br. t	2.26–2.35 removes lg. J (t→d), 1.91, 1.74–1,82 (removes lg. J)	1.75–1.77, 1.89, 2.16–2.23.	2.32 [1.6, 1.8, 1.9, 1.95, 2.0, 2.2]
6	1.78, 2.32	1.91–1.94; 2.28–2.34	1.89; 2.16–2.23	1.8, 2.2
7/8	2.32			1.95, 2.20
9	3.25 dddd (11.6, 11.3, 3.0, 2.8)	2.21–2.26, sm. J with H-3 removed at δ 2.17–2.21 [dd→d; “U”-type coupling?] 2.32 two lg. Js removed.	1.76–1.81; 1.92; 2.17–2.23;	1.95, 2.22 [1.6, 1.9, 2.04, 2.32]	H₉-H₃
10	4.19, 4.2 (3:2, d, J=8.5)	1.33–1.38 (→s), 1.48–1.5 (dd→d)	1.33–1.38; 1.46–1.52;	1.4 [1.5]	H₁₀-H₃
11	1.36–1.4; 1.49–1.5		1.48–1.52
12	1.48–1.52 (A) 1.28–1.31 (B)
13	0.93 (A, B); J=7.3	1.52–1.55	1.52–1.55	1.55
15	1.40
16	0.89 (A); 0.93 (B) 1:2, t J=7.3	1.37–1.38	1.47–1.52	1.5, 1.78, 2.12
OH, 6 d	5.75; 5.8 3:2 (J=5,1)

s, singlet; d, doublet; t, triplet; br., broad; 6d, spectra on back-exchanged alkaloid after 6 days.; lg,, large J; sm,, small J; tocsy data in brackets are for the longest mixing time (0.05 sec); other data is for 0.002 sec.