Table 2.
Entrya | mmol EDA | Solvent | Yield (%) | eeb (%) |
---|---|---|---|---|
1 | 0.47 mmol | THF | NDc | 65 |
2d | 1.76 mmol | THF | 72 | −77e |
3d | 1.76 mmol | DME | 25 | −47e |
4d | 1.76 mmol | 2-MeTHF | 67 | −65e |
5d | 1.76 mmol | PhCH3 | 47 | −19e |
6d | 1.76 mmol | Heptane | 52 | −51e |
All reactions run on a 0.47 mmol scale at 1M concentration in both donor 2 and acceptor 3.
Determined by chiral HPLC.
ND = Not determined.
Addition over 2 min.
(R,R)-ProPhenol 1 employed.