Chemistry Reference
In-Depth Information
H H
*
bonds formed by Navarov reactions
*
carbon atoms derived from CO
*
H
4.25
O
Me
3
Sn
(Ph
3
P)
4
Pd,
LiCl, CO
OTf
BF
3
.OEt
2
+
SiMe
3
SiMe
3
4.26
4.27
4.28
Me
3
Sn
O
(Ph
3
P)
4
Pd,
LiCl, CO
H
OTf
1. H
2
, Pd/C
2. LDA, Tf
2
NP
h
H
4.27
SiMe
3
4.29
4.30
O
O
H
1. BF
3
.OEt
2
2. H
2
, Pd/C
H
H
H H
Ph
3
P
CH
2
SiMe
3
H
H
4.31
4.32
4.25
Scheme 4.13
n
-C
6
H
13
O
O
n
-C
6
H
13
double
aza-Michael
NH
2
H
N
OPG
OH
4.33
4.34
OTf
carbonylative
coupling
R
n
-C
6
H
13
CO
M
4.35
4.36
O
n
-C
6
H
13
1. (MeCN)
2
PdCl
2
, aq. MeOH
2. TBSCl, Et
3
N, DMAP
3. MsCl, Et
3
N
4. NaN
3
, DMF
OTf
n
-C
6
H
13
Me
3
Sn
(Ph
3
P)
4
Pd, LiCl
THF, CO,
Δ
O
O
O
O
4.35
4.37
n
-C
6
H
13
O
n
-C
6
H
13
O
N
3
1. CrCl
2
, H
3
O
+
2. TBAF
H
N
OTBS
OH
4.38
4.33
Scheme 4.14