Chemistry Reference
In-Depth Information
TABLE 8B.23. Decarboxylative Alkylation of Enol Carbonates Derived from Cyclic Ketones
according to Trost and X u
Entry
Allylic Substrate
Product
Yield (%)
ee (%)
1
78
78
O
O
O
O
2
88
99
O
O
CH
3
O
O
CH
3
3
87
81
O
O
O
O
4
93
99
O
O
O
O
Conditions: Pd
2
(dba)
3
.
CHCl
3
(2.5 mol %), (
R
,
R
) -
DPPBA - 4
(5.5 mol %), toluene, 23 ° C, 20 h.
TABLE 8B.24. Decarboxylative Alkylation of Enol Carbonates Derived from Acyclic Ketones
according to Trost and Xu
O
O
Pd
2
(dba)
3
CHCl
3
(2.5 mol %),
(
R
,
R
)-
DPPBA-4
(5.5 mol %),
Dioxane, rt
O
O
R
1
R
2
R
2
R
1
Entry
R
1
R
2
Time (h)
Z
/
E
Yield (%)
ee (%)
1
Ph
Me
2
>
98:2
94
94
2
Ph
Bn
1
75
88
>
98:2
3
Ph
24
30
32
i
- Pr
>
98:2
4
2 - (MeO)C
6
H
5
Me
16
99
98
>
98:2
5
2 - FC
6
H
5
M e
1
80
94
>
98:2
6
Mesityl
Me
16
96:4
Trace
—
7
Mesityl
Me
6
5:95
99
96
8
2
- Furyl
Me
4
>
98:2
89
88
