Biomedical Engineering Reference
In-Depth Information
HO
HO
1. TFA, CH
2
Cl
2
, 0°C
2. (CH
2
O)
Boc
, CSA, Benzene, 70°C
N
n
N
HN
HN
CO
2
t
-Bu
t
-BuO
2
C
t
-BuO
2
C
CO
2
t
-Bu
HO
O
TFA, rt
HN
N
N
76%
HN
HN
N
t
-BuO
2
C
CO
2
t
-Bu
t
-BuO
2
C
CO
2
t
-Bu
t
-BuO
2
C
t
-BuO
2
C
O
HN
HN
NH
N
HO
2
C
HO
2
C
O
OH
H
O
CF
3
CO
2
(-)-Actinophyllic acid
SCHEME 8.6
Synthesis of (
)-actinophyllic acid.
H
CO
2
Me
OBn
OBn
TMSOTf, CH
2
Cl
2
61%
MeO
2
C
H
+
O
TBSO
TBSO
OH
O
H
H
(dr > 95/5)
O
CO
2
H
CO
2
H
OH
OH
O
OBn
14
14
MeO
2
C
NH
2
OH
O
OH
O
Fumonisin B
1
CO
2
H
HO
2
C
SCHEME 8.7
Synthesis of fumonisin B
1
.
OTBS
OTBS
1.
-C
5
H
11
ONO (2.1 equiv)
2. TiCl
4
, CH
2
Cl
2
, -78°C to 0°C
i
TBSO
TBSO
LDA, Me
3
SiCl
OMe
OSiMe
3
CO
2
Me
82%
BnO
BnO
OMe
OTBS
OBn
O
Cl
OH
O
OMe
TBSO
OMe
O
H
N
O
N
O
H
O
H
OH
Trichodermamide B
SCHEME 8.8
Synthesis of trichodermamide B.
Search WWH ::
Custom Search