This journal is © The Owner Societies 2002
Revised Version B 204603 B
Supplementary Material:
Analysis of
products
12
,
13
,
14
and
17
Melting points of re-crystallised compounds (h: from hexane, e: from ethanol) and
1
H NMR
spectra (CDCl
3
)
in ppm, J in Hz, are gathered in the following tables.
Table S1:
Melting points and methyl proton NMR. All signals are singlets with 3H
integration.
N°
mp°
3-CH
3
3-CH
3
N-CH
3
5-OCH
3
9'-OCH
3
12
158 h
1.33
1.35
2.74
-
-
13
221 e
1.33
1.37
2.70
3.80
-
14
186 e
1.35
1.38
2.77
-
-
17
193 h
1.32
1.35
2.69
3.79
3.99
Table S2:
Aromatic protons, all signals are 1H integration (s: singlet, d: doublet, dd: double
doublet, m: multiplet).
a)-upfield protons
N°
H-7
H-5
H-4
H-5'
H-8'
12
6.58,d, 7.7
6.90,dd,7.5,7.5
7.08,d,7.0
7.11,d,8.9
-
13
6.50,d,8.1
-
6.73,s
7.13,d,8.9
-
14
6.61,d,7.7
6.91,dd,7.3,7.3
7.11,d,7.3
7.22-7.32,m
-
17
6.47,d,8.2
-
6.71,d,2.1
6.84,d,8.8
7.02,dd, 8.9,2.5
b)-downfield protons
N°
H-6
H-9'
H-6'
H-2'
H-7'
H-10'
12
7.22,d,7.5
7.67,dd,8.8,1.2 7.69,d,8.9 7.76,s 8.10,d,1.2 8.62,d,8.8
13
6.75,d,8.1
7.69,dd,8.8,1.1 7.71,d,8.9 7.78,s 8.12,d,1.1 8.64,d,8.8
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