Table 2.
Dependency of the Pudovik reaction on the substituents of the applied secondary phosphane oxides R2P(O)H [Scheme 3, THF, c(HPOR2)∼0,05 mol/l].
|
Entry |
R |
After 1 h |
After 22 h |
||||
|---|---|---|---|---|---|---|---|
|
|
|
Conv. [%] |
A (E/Z) |
B |
Conv. [%] |
A (E/Z) |
B |
|
1 |
Mes |
93 |
100 (83/17) |
0 |
>99 |
100 (83/17) |
0 |
|
2 |
oTol |
55 |
66 (100/0) |
34 |
>99 |
<1 |
>99 |
|
3 |
Mes/Ph |
76 |
36 (100/0) |
64 |
>99 |
16 (100/0) |
84 |
|
4 |
Ph |
14 |
<1 |
>99 |
36 |
<1 |
>99 |
|
5 |
Bz |
64 |
<1 |
>99 |
>99 |
<1 |
>99 |
|
6 |
C6H4‐4‐NMe2 |
>99 |
<1 |
>99 |
>99 |
<1 |
>99 |
|
7 |
Cy |
0 |
– |
– |
0 |
– |
– |
|
8 |
tBu |
0 |
– |
– |
0 |
– |
– |
|
9 |
OEt |
0 |
– |
– |
0 |
– |
– |
|
10 |
OPh |
0 |
– |
– |
0 |
– |
– |