Table 1.
Ligand | a | b | c | d | e | |
---|---|---|---|---|---|---|
– | 2 | 13 | 32 | 31 (90:10)[b] | 72 (90:10)[b] | |
CB [6] | 0 | 2 | – | – | – | – |
CB [7] | 1 | – | 9 | 10 | 13 | 55 |
CB [8] | 0 | – | 12 | 32 | 73 (96:4)[b] | 92 (97:3)[b] |
[a] General conditions: 1 a (1.5 μmol), 2 (4 μL), Cu2+ (3 % mol), a–e (4.5 % mol), CB[n] (6 % mol) in 1 mm phosphate buffer (PBS) with pH 7.4, for 24 h at 6 °C. Data were obtained from the crude product on chiral phase HPLC. The ee values are averaged over two experiments and are reproducible within ±2 %. [b] Endo/exo ratios are in parentheses. In all reactions, conversions determined by HPLC are >99 %. The absolute configuration of the main products were identified as the (2R,3R)-enantiomer.