Table 1.
entry | catalyst | conversion (%)b | ee (%)c |
---|---|---|---|
1 | (S)-C8-TRIP | 86 | 8 |
2 | (S)-TCYP | 95 | 16 |
3 | (R)-STRIP | 64 | 30 |
4 | (R,R)-Ph-DAP | 69 | −10d |
5 | (S)-VAPOL PA | 97 | 31 |
6 | (S)-9b | 99 | −69 |
7 | (S)-9g | 92 | −78 |
8 | (S)-9h | 92 | −80 |
9 | (S)-9i | 91 | −77 |
10 | (S)-9l | 75 | −81 |
11e | (S)-9l | 91(83)f | −84 |
12 | none | 82 | nd |
See Supporting Information for complete optimization data.
Determined by HPLC using 1,4-dinitrobenzene internal standard.
Determined by chiral HPLC.
Negative sign indicates that opposite enantiomer predominates.
p-Xylene was used as solvent with 5 mol % catalyst.
Value in parentheses reflects isolated yield.