Table 2.
Entry | R1 | R2 | Oxazolidine | Yield (%) |
---|---|---|---|---|
1 | i-Pr | OMe | (2S, 4S)-3a | 59 |
2 | i-Pr | OEt | (2S, 4S)-3b | 75 |
3 | i-Pr | OBn | (2S, 4S)-3c | 63 |
4 | i-Pr | OPh | (2S, 4S)-3d | 22 |
5 | i-Pr | Me | (2S, 4S)-3e | 53 |
6 | i-Pr | Ph | (2S, 4S)-3f | 55 |
7 | i-Pr | m,p-Cl2C6H3 | (2S, 4S)-3g | 28 |
8 | i-Pr | m,p-(CH3O)2C6H3 | (2S, 4S)-3h | 58 |
9 | i-Pr | p-FC6H4 | (2S, 4S)-3i | 63 |
10 | i-Pr | 1-naphthyl | (2S, 4S)-3j | 70 |
11 | i-Pr | 2-thienyl | (2S, 4S)-3k | 37 |
12 | Me | OMe | (2S, 4S)-4a | 68 |
13 | Me | OEt | (2S, 4S)-4b | 68 |
14 | Me | OBn | (2S, 4S)-4c | 64 |
15 | Me | OPh | (2S, 4S)-4d | 14 |
16 | Me | Me | (2S, 4S)-4e | 68 |
17 | Me | Ph | (2S, 4S)-4f | 57 |
18 | Me | m,p-Cl2C6H3 | (2S, 4S)-4g | 41 |
19 | Me | m,p-(CH3O)2C6H3 | (2S, 4S)-4h | 90 |
20 | Me | p-FC6H4 | (2S, 4S)-4i | 27 |
21 | Me | 1-naphthyl | (2S, 4S)-4j | 33 |
22 | Me | 2-thienyl | (2S, 4S)-4k | 25 |
23 | Bn | OMe | (2S, 4S)-5a | 66 |
24 | Bn | OEt | (2S, 4S)-5b | 81 |
25 | Bn | OBn | (2S, 4S)-5c | 76 |
26 | Bn | OPh | (2S, 4S)-5d | 5 |
27 | Bn | Me | (2S, 4S)-5e | 45 |
28 | Bn | Ph | (2S, 4S)-5f | 71 |
29 | Bn | m,p-Cl2C6H3 | (2S, 4S)-5g | 30 |
30 | Bn | m,p-(CH3O)2C6H3 | (2S, 4S)-5h | 98 |
31 | Bn | p-FC6H4 | (2S, 4S)-5i | 51 |
32 | Bn | 1-naphthyl | (2S, 4S)-5j | 96 |
33 | Bn | 2-thienyl | (2S, 4S)-5k | 41 |
34 | CH2OH | OMe | (±)-6a | 38 |
35 | CH2OH | OEt | (±)-6b | 50 |
36 | CH2OH | OBn | (±)-6c | 37 |
37 | CH2OH | OPh | (±)-6d | 8 |
38 | CH2OH | Me | (±)-6e | 29 |
39 | CH2OH | Ph | (±)-6f | 23 |
40 | CH2OH | m,p-Cl2C6H3 | (±)-6g | 12 |
41 | CH2OH | m,p-(CH3O)2C6H3 | (±)-6h | 38 |
42 | CH2OH | p-FC6H4 | (±)-6i | 23 |
43 | CH2OH | 1-naphthyl | (±)-6j | 24 |
44 | CH2OH | 2-thienyl | (±)-6k | 58 |