Table 4.
Evaluation of cyclodiphosphazane-based triamide catalysts 14a/b–16 (cf. Scheme 3).
catalyst | solvent | time | % yielda | % eeb |
14a | CH2Cl2 | 1 h | 98 | 74 (S) |
14b | CH2Cl2 | 3 h | 66 | 29 (S) |
14a | THF | 3 h | 98 | 75 (S) |
15 | CH2Cl2 | 3 h | 69 | rac |
16 | CH2Cl2 | 3 h | 95 | 67 (S) |
aIsolated yields. bChiral HPLC Daicel OJ, hexane/iPrOH 50:50, 1.0 mL/min, 254 nm, (S)-enantiomer 12.3 min, (R)-enantiomer: 26.0 min.