The screening of Bif-OCs.
| ||||
|---|---|---|---|---|
| Entrya | CPTC | Yieldb (%) | ee c (%) | Config.d |
| 1 | Bif-OC-1 | N. R. | — | — |
| 2 | Bif-OC-2 | N. R. | — | — |
| 3 | Bif-OC-3 | N. R. | — | — |
| 4 | Bif-OC-4 | 73 | 37 | S |
| 5 | Bif-OC-5 | 77 | 10 | S |
| 6 | Bif-OC-6 | 76 | 69 | S |
| 7 | Bif-OC-7 | 75 | 68 | R |
| 8 | Bif-OC-8 | 41 | 19 | S |
| 9 | Bif-OC-9 | 48 | 21 | R |
| 10 | Bif-OC-10 | 68 | 69 | S |
| 11 | Bif-OC-11 | 72 | 68 | S |
| 12 | Bif-OC-12 | 73 | 66 | S |
| 13 | Bif-OC-13 | 83 | 70 | R |
| 14 | Bif-OC-14 | 52 | 32 | S |
| 15 | Bif-OC-15 | 77 | 36 | S |
| 16 | Bif-OC-16 | 85 | 71 | S |
| 17e | Bif-OC-16 | N. R. | — | — |
| 18f | Bif-OC-16 | 49 | 33 | S |
| 19g | Bif-OC-16 | 34 | 73 | S |
| 20h | Bif-OC-16 | 78 | 70 | S |
| 21i | Bif-OC-16 | 52 | 42 | S |
| 22j | Bif-OC-16 | 44 | 30 | S |
| 23k | Bif-OC-16 | 86 | rac- | — |
| 24l | Bif-OC-16 | 82 | rac- | — |
a
1.0 mmol of 1a and 1.1 mmol of 2c in 5 mL dry CH2Cl2 were stirred under inert atmosphere. N. R. is no reaction.
b
Isolated yield based on 1a.
c
Determined by chiral HPLC.
d
Compare to literature report.
e
THF as solvent.
f
CH3CN as solvent.
g
Toluene as solvent.
h
At 0 °C.
i
5 mol% Bif-OC-16 was used.
j
1 mol% Bif-OC-16 was used.
k
2.0 eq. Cs2CO3 as additive.
l
2.0 eq. K2CO3 as additive.