N
X
C
O
N
S
Hal
Solvents
Natural
Products
P Si
C
C
C C
C
C
212
5 1 H NMR
OH
NO 2
C OH
3
CH OH
2
OH
H
H
H
H
H
H
H
CH 2 OH
OH
H
H
H
H
H
H
OH
OH
a
c
b
CDCl 3 DMSO D 2 O
a 1.36
4.30
b 4.04
3.78
4.02
c 1.22
1.04
1.17
3 J ab 6.2
CDCl 3 DMSO D 2 O
a 1.50
4.30
b 3.64
3.38
3.61
c 1.56
1.40
1.51
d 1.39
1.30
1.35
e 0.94
0.87
0.91
CDCl 3 DMSO
a 4.69
9.29
b 6.83
6.75
c 7.24
7.15
d 6.93
6.76
CDCl 3 DMSO
a 1.28
4.33
b 4.32
4.09
c 1.56
1.44
d 1.76
1.61
e 1.76
1.61
f 1.56
1.44
CDCl 3 DMSO D 2 O
a 1.37
4.19
b 1.28
1.11
1.24
a
a
c
e
b
b
d
OH
H
OH
H
H
H
H
H
1.22
0.97
0.99
3.52
(in DMSO)
(in DMSO)
(in DMSO)
(in DMSO)
(in CDCl 3 )
2.01
1.26
1.05
1.78
0.85
1.49
11.1
10.57
6.96
8.14
8.10
7.58
7.16
7.00
0.86
4.03
1.83
1.35
1.54
1.25
5.2
5.6
6.4
a
OH
H
H
H
H
H
d
c
b
e
OH
H
H
H
H
H
b
a
c
d
e
f
3 J bc 8.0
4 J bd 1.1
5 J be 0.5
4 J bf 2.2
3 J cd 7.4
4 J ce 1.8
3 J bc 7.0
3 J bd 8.1
4 J be 0
4 J bf -1.1
2 J cd -11.0
3 J ce 7.9
3 J cf 2.3
4 J cg 5.2
3 J de 10.4
3 J df 9.7
4 J dg -0.9
4 J dh 0
3 J ef -11.0
OH
3 J ab 6.2
3 J ac 2.9
2 J bc -5.4
3 J bd 10.3
3 J be 6.8
3 J ce 10.9
3.35
0.59
0.34
a
b
d
c
e
f
h
g
Derivatives
in DMSO:
δ OH 4.0–4.5
J CH,OH 4.2–5.7
Derivatives
in DMSO:
δ OH 3.8–4.2
J CH,OH 3.0–4.2
4.23
2.24
1.88 2.46
1.41
1.63
a
b
c
d
e
f
OH
NO 2