Chemistry Reference
In-Depth Information
nucleophilic attack
H
O
H
O
H
O
H
H
O
carbonylation
Ph
Ph
HO
HO
O
O
HO
H
6.74
6.75
HO
HO
H
H
1. NaIO
4
2. PhMgBr
1. BnBr, NaH
2. H
3
O
+
O
O
HO
O
Ph
O
O
O
HO
HO
6
7
6
7
Bn
O
H
Bn
O
Bn
O
PdCl
2
, CuCl
2
, NaOAc,
CO, MeOH
O
OH
Ph
3
PCH
2
Ph
Ph
HO
HO
BnO
OH
6
7
6
7
9
H
O
Bn
O
H
H
H
H
O
O
Ph
H
2
, Pd/C
Ph
O
O
O
O
HO
BnO
H
H
6.80
6.74
Scheme 6.28
OTBDPS
PdCl
2
, CuCl
2
,
NaOAc, H
2
O, CO
OH
OTBDPS
CO
2
H
Ph
Ph
O
6.81
6.82
1. (COCl)
2
2.
n
-Bu
3
SnPh, Pd(dba)
2
3. TBAF
OH
OH
OH
(PhCN)
2
PdCl
2
,
n
-Bu
3
SnPh
O
Ph
Ph
O
Ph
6.84
6.83
PdCl
2
, CuCl
2
,
NaOAc, MeOH, CO
OH
O
OH
O
+
CO
2
Me
CO
2
Me
Ph
O
Ph
6.85
6.86
Scheme 6.29
