Skip to main content
. 2015 Jan 7;51(12):2270–2272. doi: 10.1039/c4cc09730k

Table 2. Substrate scope a .

Inline graphic
4/ent-4 R1 R2 R3 Yield b (%) ee c (%)
4a OEt Ph Ph 61 98
4b OEt 4-FC6H4 Ph 64 99
4c OEt 4-ClC6H4 Ph 55 99
4d OEt 4-MeC6H4 Ph 63 93
4e OEt 4-MeOC6H4 Ph 67 97
4f OEt 2-Thienyl Ph 61 91
4g OEt Ph 4-FC6H4 60 98
4h OEt Ph 4-ClC6H4 61 97
4i OEt Ph 3-ClC6H4 69 97
4j OEt Ph 4-MeC6H4 73 99
4k OEt Ph 2-MeC6H4 49 95
4l OEt Ph 4-MeOC6H4 39 96
4m OEt Ph 2-Thienyl 50 97
4n OMe Ph Ph 58 97
4o Me Ph Ph 50 96
ent-4a OEt Ph Ph 69 96
ent-4b OEt 4-FC6H4 Ph 63 97
ent-4c OEt 4-ClC6H4 Ph 51 95
ent-4d OEt 4-MeC6H4 Ph 64 98
ent-4e OEt 4-MeOC6H4 Ph 66 95
ent-4f OEt 2-Thienyl Ph 59 96
ent-4h OEt Ph 4-ClC6H4 60 97
ent-4k OEt Ph 2-MeC6H4 50 96

aReaction conditions: 0.5 mmol of 1, 0.5 mmol of 2, 1 mol% of I (entry 1–17) or II, 1.0 mmol of 3 and 30 mol% of DBU (0.1 M in CH2Cl2).

bYield of isolated product after column chromatography.

cEnantiomeric excess of the major diastereomer determined by HPLC analysis on a chiral stationary phase.