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Table 1 Asymmetric synthesis of pyrimidyl alkanol 2 without adding chiral substances by the addition of diisopropylzinc to pyrimidine-5-carbaldehyde 1 in the presence of N,N'-dimethylpiperazine 3.

From: Spontaneous absolute asymmetric synthesis promoted by achiral amines in conjunction with asymmetric autocatalysis

Run Pyrimidyl alkanol2 Run Pyrimidyl alkanol2 Run Pyrimidyl alkanol2
  ee Config.   ee Config.   ee Config.
1 19 R 26 3 R 52 36 S
2 18 S 27 7 S 53 23 S
3 8 R 28 4 S 54 32 R
4 10 S 29 14 R 55 32 S
5 11 R 30 6 S 56 4 S
6 8 S 31 6 R 57 6 R
7 5 S 32 4 S 58 12 S
8 9 R 33 4 R 59 15 S
9 6 S 34 3 S 60 5 S
10 4 S 35 15 S 61 42 R
11 4 S 36 20 S 62 52 R
12 57 R 37 18 R 63 2 S
13 2 R 38 9 R 64 43 R
14 37 S 39 37 S 65 35 R
15 23 R 40 27 S 66 3 S
16 4 S 41 28 R 67 2 R
17 6 R 42 3 R 68 4 S
18 4 S 43 9 S 69 4 S
19 7 S 44 32 S 70 42 R
20 47 R 45 29 R 71 32 R
21 29 R 46 11 S 72 18 R
22 25 R 47 16 R 73 6 S
23 10 S 48 52 R 74 9 R
24 12 S 49 9 R 75 19 R
25 31 R 50 4 S    
26 12 S 51 19 R