Chemistry Reference
In-Depth Information
O
NH
2
O
N
AcO
N
O
OC
AcO
O
O
CO
HO
N
N
O
OBz
O
BzO
OBz
O
O
[Pd
2
(dba)
3
CHCl
3
] (2.5 mol %)
(
R
,
R
)-
DBPPA-1
(7.5 mol %)
DBU, THF, -40°C
O
O
91% ee (82%)
Scheme 8B.11.
Synthesis of adenosine [47] .
SO
2
Ph
SO
2
Ph
NO
2
Na
PhSO
2
BzO
OBz
OBz
O
2
N
N
Pd
2
(dba)
3
CHCl
3
/
(
R
,
R
)-
DBPPA-1
THF, rt
O
O
96% ee (93%)
O
N
MeO
2
CO
NH
MeO
2
C
HO
N
N
NH
2
MeO
2
CO
HO
(-)-Carbovir
Scheme 8B.12.
Synthesis of ( − ) - carbovir [47] .
OLi
O
O
O
MeO
2
C
O
MeO
H
H
O
Br
O
Br
BzO
OBz
[Pd(
-C
3
H
5
)Cl]
2
(2 mol %),
L4
(8 mol %), THF, -60°C, 8 h
π
99% ee (83%)
OBz
49%
5steps
2-Naphthyl
O
P
N
H
H
H
O
O
N
OMe
O
L4
(+)-
γ
-L ycora ne
Scheme 8B.13.
Allylic alkylation as key step in the total synthesis of (+)-γ - lycorane.
