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. Author manuscript; available in PMC: 2020 Oct 4.
Published in final edited form as: J Am Chem Soc. 2020 Mar 11;142(12):5627–5635. doi: 10.1021/jacs.9b12457

Table 1.

Optimization of the Reaction Conditions

graphic file with name nihms-1632676-t0002.jpg
entry catalyst solvent (M) time [h] yield (%) ee (%)
1 - PhMe (2) 24 50 -
2 1a PhMe (2) 23 86 0
3 1b PhMe (2) 22 94 0
4 1c PhMe (2) 20 87 11
5 1d PhMe (2) 20 90 −28
6 1e PhMe (2) 4 93 43
7 1f PhMe (2) 7 91 34
8 1g PhMe (2) 5 93 46
9 1h PhMe (2) 4 93 58
10 1i PhMe (2) 4 92 55
11 1j PhMe (2) 5 95 50
12 1k PhMe (2) 4 94 58
13 1l PhMe (2) 4 92 59
14 1m PhMe (2) 18 92 53
15 1n PhMe (2) 3 93 71
16a 1o PhMe (2) 3 93 76
17 1o PhMe (0.5) 16 91 84
18 1o PhMe (0.2) 20 89 86
19 - PhMe (0.2) 24 trace -
20 1o TBME (0.2) 24 86 85
21 1o CHCl3 (0.2) 24 92 75
22a 1o PhCF3 (0.2) 24 92 79
23 1o PhH (0.2) 24 92 84
24 1p PhMe (0.2) 22 92 85
25 1q PhMe (0.2) 24 92 88
26b 1q PhMe (0.2) 34 89 88
27b,c 1q PhMe (0.2) 72 90 93
a

Reaction mixture was partially heterogeneous.

b

Reaction was performed with 10 mol % catalyst.

c

Reaction was performed at −10 °C.