Table 1.
Screening of chiral bidentate ligands.
|
| ||||
|---|---|---|---|---|
|
Entry |
Ligand*2 |
2 a [%][a] |
ee of 2 a [%] |
3 a [%][a] |
|
1 |
(R)‐SEGPHOS |
99 |
73 |
0 |
|
2 |
(R)‐DM‐SEGPHOS |
94 |
75 |
0 |
|
3 |
(R)‐DTBM‐SEGPHOS |
21 |
n.d. |
23 |
|
4 |
(R)‐BINAP |
18[b] |
83 |
0[b] |
|
5 |
(R)‐Tol‐BINAP |
87 |
92 |
0 |
|
6 |
(R)‐DM‐BINAP |
72 |
16 |
17 |
|
7 |
(R)‐Cy‐BINAP |
17[c] |
29 |
trace[c] |
|
8 |
(S)‐H8‐BINAP |
88 |
90[d] |
trace |
|
9 |
(R)‐MeO‐BIPHEP |
99 |
84 |
0 |
|
10 |
(S)‐SYNPHOS |
99 |
65 |
trace |
|
11 |
(R)‐DTBM‐ MeO‐BIPHEP |
23[e] |
n.d. |
23[e] |
[a] Yields were determined by 19F NMR using BTF as an internal standard. [b] 74 % Recovery of 1 a. [c] 60 % Recovery of 1 a. [d] Enantiomer of 2 a (ent‐2 a) was characterized by HPLC analysis. [e] 51 % Recovery of 1 a.